JP2019048883A - Isoxazoline-substituted benzamide compound and pest control agent - Google Patents

Isoxazoline-substituted benzamide compound and pest control agent Download PDF

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JP2019048883A
JP2019048883A JP2018226150A JP2018226150A JP2019048883A JP 2019048883 A JP2019048883 A JP 2019048883A JP 2018226150 A JP2018226150 A JP 2018226150A JP 2018226150 A JP2018226150 A JP 2018226150A JP 2019048883 A JP2019048883 A JP 2019048883A
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三田 猛志
Takeshi Mita
猛志 三田
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Abstract

To provide a novel pest control agent, especially pesticide or acaricide.SOLUTION: There is provided an isoxazoline-substituted benzamide compound represented by the following formula. X, Y represent a halogen atom or the like, Rrepresents -CH=NOR, Rrepresents a Cto Calkyl group or the like, Rrepresents a Cto Chaloalkyl group, m represents an integer of 1 to 3, and n represents an integer of 0 or 1.SELECTED DRAWING: None

Description

本発明は、新規なイソキサゾリン置換安息香酸アミド化合物及びそれらの塩、並びに該化合物を有効成分として含有することを特徴とする有害生物防除剤に関するものである。本発明における有害生物防除剤とは、農園芸分野又は畜産・衛生分野(家畜や愛玩動物としての哺乳動物又は鳥類の内部もしくは外部寄生虫防除剤や家庭用及び業務用の衛生害虫、不快害虫防除剤)等における有害な節足動物を対象とした害虫防除剤を意味する。また、本発明における農薬とは、農園芸分野における殺虫・殺ダニ剤、殺線虫剤、除草剤及び殺菌剤等を意味する。   The present invention relates to novel isoxazoline-substituted benzoic acid amide compounds and salts thereof and pest control agents characterized by containing the compounds as an active ingredient. The pest control agent in the present invention refers to the field of agriculture and horticulture or livestock and sanitation (a drug for controlling internal or external parasites of mammals or birds as domestic animals and pets, hygiene pests for household and business, and harmful pests) Pest control agents for harmful arthropods, etc.). Moreover, the pesticide in the present invention means an insecticide / acaricide, a nematocide, a herbicide, a fungicide and the like in the field of agriculture and horticulture.

従来、イソキサゾリン置換安息香酸アミド化合物に関しては、例えばN−[2−(アルコキシイミノ)エチル]−4−(5−置換−5−置換アリール−4,5−ジヒドロイソオキサゾール−3−イル)安息香酸アミド化合物が有害生物防除活性、特に殺虫・殺ダニ活性を示すことが知られている(特許文献1参照。)。しかしながら、本発明に係るN−(アルコキシイミノ)メチル−4−(5−置換−5−置換アリール−4,5−ジヒドロイソオキサゾール−3−イル)安息香酸アミド化合物に関しては何ら開示されていない。   Conventionally, for isoxazoline substituted benzoic acid amide compounds, for example, N- [2- (alkoxyimino) ethyl] -4- (5-substituted-5-substituted aryl-4,5-dihydroisoxazol-3-yl) benzoic acid It is known that amide compounds exhibit pest control activity, in particular insecticidal and acaricidal activity (see Patent Document 1). However, nothing is disclosed regarding the N- (alkoxyimino) methyl-4- (5-substituted-5-substituted aryl-4,5-dihydroisoxazol-3-yl) benzoic acid amide compounds according to the present invention.

国際公開第2005/085216号パンフレットWO 2005/085216 pamphlet

農園芸病害虫、森林病害虫、或いは衛生病害虫等、各種病害虫の防除を目的とする有害生物防除剤の開発が進み、多種多様な薬剤が今日まで実用に供されてきた。   The development of pest control agents for controlling various pests such as agricultural and horticultural pests, forest pests and hygiene pests has progressed, and a wide variety of medicines have been put to practical use to date.

しかしながら、こうした薬剤の長年にわたる使用により、近年、病害虫が薬剤抵抗性を獲得し、従来用いられてきた既存の殺虫剤や殺菌剤による防除が困難となる場面が増えてきている。また、既存の有害生物防除剤の一部のものは毒性が高く、或いはあるものは環境中に長期間残留することにより、生態系を攪乱するという問題も顕在化しつつある。このような状況下、高度な有害生物防除活性を有するのみならず、低毒性且つ低残留性の新規な有害生物防除剤の開発が常に期待されている。   However, the use of such drugs for many years has increased the number of situations where pests have acquired drug resistance and it has become difficult to control them with conventional insecticides and fungicides that have been used conventionally. In addition, some of the existing pest control agents are highly toxic, or some are remaining in the environment for a long time to disturb the ecosystem. Under these circumstances, development of novel pest control agents having low toxicity and low persistence as well as having high pest control activity is always expected.

本発明者らは、上記の課題解決を目標に鋭意研究を重ねた結果、本発明に係る下記一般式(1)で表される新規なイソキサゾリン置換安息香酸アミド化合物が優れた有害生物防除活性、特に殺虫・殺ダニ活性を示し、且つ、ホ乳動物、魚類及び益虫等の非標的生物に対してほとんど悪影響の無い、極めて有用な化合物であることを見い出し、本発明を完成した。   As a result of intensive studies aimed at solving the above problems, the present inventors have found that the novel isoxazoline-substituted benzoic acid amide compound represented by the following general formula (1) according to the present invention is excellent in pest control activity, In particular, they have been found to be extremely useful compounds that exhibit insecticidal and acaricidal activity and have almost no adverse effects on non-target organisms such as mammals, fish and beneficial insects, thus completing the present invention.

すなわち、本発明は下記〔1〕〜〔8〕に関するものである。   That is, the present invention relates to the following [1] to [8].

〔1〕 式(1):

Figure 2019048883
[1] Formula (1):
Figure 2019048883

[式中、A及びAは、炭素原子又は窒素原子を表し、
は、炭素原子を表し、
Gは、G−1

Figure 2019048883
で表される基を表し、
Wは、酸素原子又は硫黄原子を表し、
Xは、ハロゲン原子、シアノ基、ニトロ基、C〜Cアルキル基、C〜Cハロアルキル基、−OR、−S(O)又は−SFを表し、mが2又は3を表すとき、各々のXは互いに同一であっても又は互いに相異なっていてもよく、
Yは、ハロゲン原子、シアノ基、ニトロ基、C〜Cアルキル基、C〜Cハロアルキル基、C〜Cアルコキシ(C〜C)アルキル基、−OR、−SR又は−N(R)Rを表し、
は、−CH=NOR1aを表し、
1aは、水素原子、C〜Cアルキル基、C〜Cハロアルキル基、C〜Cシクロアルキル基、C〜Cアルケニル基、C〜Cアルキニル基又はC〜Cハロアルキニル基を表し、
は、水素原子、C〜Cアルキル基、C〜Cアルケニル基、−CH14a、C〜Cアルキニル基、C〜Cアルキルカルボニル基、−C(O)R15、−C(O)OR15、−C(O)SR15、−C(S)OR15、−C(S)SR15、−SR15又は−SN(R20)R19を表し、
は、C〜Cハロアルキル基を表し、
は、C〜Cアルキル基又はC〜Cハロアルキル基を表し、
は、C〜Cアルキル基又はC〜Cアルキルカルボニル基を表し、
は、水素原子又はC〜Cアルキル基を表し、
14aは、シアノ基、−OR25、−S(O)27、−C(O)OR28又はフェニル基を表し、
15は、C〜Cアルキル基、C〜Cハロアルキル基又はC〜Cシクロアルキル基を表し、
19は、C〜Cアルキル基、C〜Cアルコキシカルボニル基又はC〜Cアルコキシカルボニル(C〜C)アルキル基を表し、
20は、C〜Cアルキル基又はベンジル基を表すか、或いは、R20はR19と一緒になってC〜Cアルキレン鎖を形成することにより、結合する窒素原子と共に3
〜7員環を形成してもよいことを表し、このときこのアルキレン鎖は酸素原子を1個含んでもよく、
25は、C〜Cアルキル基、C〜Cハロアルキル基、C〜Cアルコキシ(C〜C)アルキル基、−C(O)R32又は−C(O)OR32を表し、
27及びR28は、各々独立してC〜Cアルキル基を表し、
32は、C〜Cアルキル基、C〜Cシクロアルキル基、フェニル基又はベンジル基を表し、
mは、1〜3の整数を表し、
nは、0又は1の整数を表し、
rは、0〜2の整数を表す。]
で表されるイソキサゾリン置換ベンズアミド化合物又はその塩。 [Wherein, A 1 and A 2 represent a carbon atom or a nitrogen atom,
A 3 represents a carbon atom,
G is G-1
Figure 2019048883
Represents a group represented by
W represents an oxygen atom or a sulfur atom,
X represents a halogen atom, a cyano group, a nitro group, a C 1 to C 6 alkyl group, a C 1 to C 6 haloalkyl group, -OR 5 , -S (O) r R 5 or -SF 5 , and m is 2 Or when it represents 3, each X may be identical to each other or different from each other,
Y represents a halogen atom, a cyano group, a nitro group, a C 1 to C 6 alkyl group, a C 1 to C 6 haloalkyl group, a C 1 to C 4 alkoxy (C 1 to C 4 ) alkyl group, -OR 5 , -SR 5 or -N (R 7 ) R 6 is represented,
R 1 represents -CH = NOR 1a ,
R 1a is a hydrogen atom, a C 1 to C 6 alkyl group, a C 1 to C 4 haloalkyl group, a C 3 to C 8 cycloalkyl group, a C 2 to C 6 alkenyl group, a C 3 to C 6 alkynyl group or C 3 To a C 6 haloalkynyl group,
R 2 is a hydrogen atom, a C 1 to C 6 alkyl group, a C 2 to C 6 alkenyl group, -CH 2 R 14a , a C 3 to C 6 alkynyl group, a C 1 to C 6 alkyl carbonyl group, -C (O ) R 15, -C (O) oR 15, represents a -C (O) SR 15, -C (S) oR 15, -C (S) SR 15, -SR 15 or -SN (R 20) R 19 ,
R 3 represents a C 1 to C 6 haloalkyl group,
R 5 represents a C 1 to C 6 alkyl group or a C 1 to C 6 haloalkyl group,
R 6 represents a C 1 to C 6 alkyl group or a C 1 to C 6 alkyl carbonyl group,
R 7 represents a hydrogen atom or a C 1 to C 6 alkyl group,
R 14a represents a cyano group, -OR 25 , -S (O) r R 27 , -C (O) OR 28 or a phenyl group,
R 15 represents a C 1 to C 4 alkyl group, a C 1 to C 4 haloalkyl group or a C 3 to C 8 cycloalkyl group,
R 19 represents a C 1 to C 4 alkyl group, a C 1 to C 6 alkoxycarbonyl group or a C 1 to C 4 alkoxycarbonyl (C 1 to C 4 ) alkyl group,
R 20 represents a C 1 to C 4 alkyl group or a benzyl group, or alternatively, R 20 together with R 19 forms a C 2 to C 6 alkylene chain together with the nitrogen atom to be linked 3
表 し represents a 7-membered ring, in which case the alkylene chain may contain one oxygen atom,
R 25 is a C 1 to C 4 alkyl group, a C 1 to C 4 haloalkyl group, a C 1 to C 4 alkoxy (C 1 to C 4 ) alkyl group, -C (O) R 32 or -C (O) OR Represents 32
R 27 and R 28 each independently represent a C 1 to C 4 alkyl group,
R 32 represents a C 1 to C 6 alkyl group, a C 3 to C 8 cycloalkyl group, a phenyl group or a benzyl group,
m represents an integer of 1 to 3;
n represents an integer of 0 or 1;
r represents an integer of 0 to 2; ]
Isoxazoline substituted benzamide compound represented by or a salt thereof.

〔2〕 Wは、酸素原子を表し、
Xは、ハロゲン原子、シアノ基、ニトロ基、C〜Cアルキル基、C〜Cハロアルキル基、−OR又は−S(O)を表し、mが2又は3を表すとき、各々のXは互いに同一であっても又は互いに相異なっていてもよく、
1aは、C〜Cアルキル基を表し、
は、水素原子、−CH14a、C〜Cアルキニル基又はC〜Cアルコキシカルボニル基を表し、
14aは、シアノ基又は−OR25を表し、
25は、C〜Cアルキル基、C〜Cハロアルキル基又は−C(O)OR32を表し、
32は、C〜Cアルキル基を表す、上記〔1〕記載のイソキサゾリン置換ベンズアミド化合物又はその塩。
[2] W represents an oxygen atom,
X is a halogen atom, a cyano group, a nitro group, C 1 -C 6 alkyl group, C 1 -C 6 haloalkyl group, a -OR 5 or -S (O) r R 5, m represents 2 or 3 When each X may be identical to one another or different from one another,
R 1a represents a C 1 to C 6 alkyl group,
R 2 represents a hydrogen atom, -CH 2 R 14a , a C 3 -C 6 alkynyl group or a C 1 -C 6 alkoxycarbonyl group,
R 14a represents a cyano group or -OR 25 ;
R 25 represents a C 1 -C 4 alkyl group, a C 1 -C 4 haloalkyl group or -C (O) OR 32 ,
The isoxazoline-substituted benzamide compound or the salt thereof according to [1] above, wherein R 32 represents a C 1 to C 6 alkyl group.

〔3〕 Xは、ハロゲン原子又はC〜Cハロアルキル基を表し、mが2又は3を表す時、各々のXは互いに同一であっても又は互いに相異なっていてもよく、
Yはハロゲン原子、C〜Cアルキル基又はC〜Cハロアルキル基を表す、上記〔2〕記載のイソキサゾリン置換ベンズアミド化合物又はその塩。
[3] X represents a halogen atom or a C 1 -C 6 haloalkyl group, and when m represents 2 or 3, each X may be the same as or different from each other,
The isoxazoline-substituted benzamide compound or the salt thereof according to [2] above, wherein Y represents a halogen atom, a C 1 to C 6 alkyl group or a C 1 to C 6 haloalkyl group.

〔4〕 式(1)−A:

Figure 2019048883
で表され、該式中の置換基(X)、(Y)、R及びRはそれぞれ以下の表に示された基を表すイソキサゾリン置換ベンズアミド化合物又はその塩。 [4] Formula (1)-A:
Figure 2019048883
Isoxazoline-substituted benzamide compounds or salts thereof, wherein the substituents (X) m , (Y) n , R 2 and R 1 in the formula each represent a group shown in the following table.

Figure 2019048883
Figure 2019048883

[上記式中、Etはエチル基を表し、Pr−nはノルマルプロピル基を表し、Pr−iはイソプロピル基を表し、E及びZは幾何異性体を表す。] [In the above formula, Et represents an ethyl group, Pr-n represents a normal propyl group, Pr-i represents an isopropyl group, and E and Z each represent a geometric isomer. ]

〔5〕 上記〔1〕乃至〔4〕のいずれか1つに記載のイソキサゾリン置換ベンズアミド化合物及びその塩から選ばれる1種又は2種以上を有効成分として含有する有害生物防除剤。   [5] A pest control agent comprising, as an active ingredient, one or more selected from the isoxazoline-substituted benzamide compounds described in any one of the above [1] to [4] and salts thereof.

〔6〕 上記〔1〕乃至〔4〕のいずれか1つに記載のイソキサゾリン置換ベンズアミド化合物及びその塩から選ばれる1種又は2種以上を有効成分として含有する農薬。   [6] An agricultural chemical comprising one or more selected from the isoxazoline-substituted benzamide compounds according to any one of the above [1] to [4] and salts thereof as an active ingredient.

〔7〕 上記〔1〕乃至〔4〕のいずれか1つに記載のイソキサゾリン置換ベンズアミド化合物及びその塩から選ばれる1種又は2種以上を有効成分として含有する哺乳動物又は鳥類の内部もしくは外部寄生虫防除剤。   [7] An endoparasite or ectoparasite of a mammal or a bird, which contains as an active ingredient one or more selected from the isoxazoline substituted benzamide compounds according to any one of the above [1] to [4] and salts thereof Insect control agent.

〔8〕 上記〔1〕乃至〔4〕のいずれか1つに記載のイソキサゾリン置換ベンズアミド化合物及びその塩から選ばれる1種又は2種以上を有効成分として含有する殺虫剤又は殺ダニ剤。   [8] An insecticide or acaricide comprising as an active ingredient one or more selected from the isoxazoline-substituted benzamide compounds according to any one of the above [1] to [4] and salts thereof.

本発明化合物は多くの農業害虫、ハダニ類、哺乳動物または鳥類の内部もしくは外部寄生虫に対して優れた殺虫・殺ダニ活性を有し、既存の殺虫剤に対して抵抗性を獲得した害虫に対しても十分な防除効果を発揮する。さらに、ホ乳類、魚類及び益虫に対してほとんど悪影響を及ぼさず、低残留性で環境に対する負荷も軽い。   The compounds of the present invention have excellent insecticidal and acaricidal activity against many agricultural pests, spider mites, mammals or avian endo- or ecto-parasites, and are resistant to existing insecticides It exerts a sufficient control effect. In addition, they have little adverse effect on mammals, fish and beneficial insects, low persistence and light environmental impact.

従って、本発明は有用な新規有害生物防除剤を提供することができる。   Thus, the present invention can provide useful novel pesticides.

本発明における有害生物防除剤として用いられる活性化合物は上記〔1〕〜〔4〕で表される化合物である。   The active compound used as the pest control agent in the present invention is a compound represented by the above [1] to [4].

本発明に包含される化合物には、置換基の種類によってはE-体及びZ-体の幾何異性体が存在する場合があるが、本発明はこれらE-体、Z-体又はE-体及びZ-体を任意の割合で含む混合物を包含するものである。また、本発明に包含される化合物は、1個又は2個以上の不斉炭素原子の存在に起因する光学活性体が存在するが、本発明は全ての光学活性体又はラセミ体を包含する。さらに、一般式(1)で表される本発明化合物においては、R2が水素原子であるときに、場合によっては次式で表される互変異性体の存在が考えられるが、本発明はそれらの構造をも包含するものである。 The compounds included in the present invention may have geometric isomers of E-form and Z-form depending on the kind of substituent, and the present invention relates to these E-form, Z-form or E-form. And Z-isomers in any proportion. Also, while the compounds included in the present invention exist as optically active substances due to the presence of one or more asymmetric carbon atoms, the present invention includes all optically active substances or racemates. Furthermore, in the compound of the present invention represented by the general formula (1), when R 2 is a hydrogen atom, the existence of a tautomer represented by the following formula in some cases is considered, but the present invention It also includes their structures.

Figure 2019048883
Figure 2019048883

本発明に包含される化合物のうちで、常法に従って酸付加塩にすることができるものは、例えば、フッ化水素酸、塩酸、臭化水素酸、沃化水素酸等のハロゲン化水素酸の塩、硝酸、硫酸、燐酸、塩素酸、過塩素酸等の無機酸の塩、メタンスルホン酸、エタンスルホン酸、トリフルオロメタンスルホン酸、ベンゼンスルホン酸、p-トルエンスルホン酸等のスルホン酸の塩、ギ酸、酢酸、プロピオン酸、トリフルオロ酢酸、フマール酸、酒石酸、蓚酸、マレイン酸、リンゴ酸、コハク酸、安息香酸、マンデル酸、アスコルビン酸、乳酸、グルコン酸、クエン酸等のカルボン酸の塩又はグルタミン酸、アスパラギン酸等のアミノ酸の塩とすることができる。   Among the compounds included in the present invention, those which can be converted into acid addition salts according to a conventional method are, for example, hydrohalic acids such as hydrofluoric acid, hydrochloric acid, hydrobromic acid, hydroiodic acid and the like. Salts, salts of inorganic acids such as nitric acid, sulfuric acid, phosphoric acid, chloric acid, perchloric acid, salts of sulfonic acids such as methanesulfonic acid, ethanesulfonic acid, trifluoromethanesulfonic acid, benzenesulfonic acid, p-toluenesulfonic acid, Salts of carboxylic acids such as formic acid, acetic acid, propionic acid, trifluoroacetic acid, fumaric acid, tartaric acid, oxalic acid, maleic acid, malic acid, succinic acid, benzoic acid, mandelic acid, ascorbic acid, lactic acid, gluconic acid, citric acid or the like It can be a salt of amino acids such as glutamic acid and aspartic acid.

或いは、本発明に包含される化合物のうちで、常法に従って金属塩にすることができるものは、例えば、リチウム、ナトリウム、カリウムといったアルカリ金属の塩、カルシウム、バリウム、マグネシウムといったアルカリ土類金属の塩又はアルミニウムの塩とすることができる。   Alternatively, among the compounds included in the present invention, those which can be converted into metal salts according to a conventional method include, for example, salts of alkali metals such as lithium, sodium and potassium, and alkaline earth metals such as calcium, barium and magnesium. It can be a salt or a salt of aluminum.

次に、本明細書において示した各置換基の具体例を以下に示す。ここで、n-はノルマル、i-はイソ、s-はセカンダリー及びt-はターシャリーを各々意味し、Phはフェニルを意味する。   Next, specific examples of each substituent shown in the present specification are shown below. Here, n- is normal, i- is iso, s- is secondary and t- is tertiary, and Ph is phenyl.

本発明化合物におけるハロゲン原子としては、フッ素原子、塩素原子、臭素原子及びヨウ素原子が挙げられる。尚、本明細書中「ハロ」の表記もこれらのハロゲン原子を表す。   As a halogen atom in this invention compound, a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom are mentioned. Incidentally, the expression "halo" in the present specification also represents these halogen atoms.

本明細書におけるCa〜Cbアルキルの表記は、炭素原子数がa〜b個よりなる直鎖状又は分岐鎖状の炭化水素基を表し、例えばメチル基、エチル基、n-プロピル基、i-プロピル基、n-ブチル基、i-ブチル基、s-ブチル基、t-ブチル基、n-ペンチル基、1-メチルブチル基、2-メチルブチル基、3-メチルブチル基、1-エチルプロピル基、1,1-ジメチルプロピル基、1,2-ジメチルプロピル基、2,2-ジメチルプロピル基、n-ヘキシル基、1-メチルペンチル基、2-メチルペンチル基、1,1-ジメチルブチル基、1,3-ジメチルブチル基、ヘプチル基、オクチル基、ノニル基、デシル基、ウンデシル基、ドデシル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The notation of C a to C b alkyl in the present specification represents a linear or branched hydrocarbon group having a carbon number of a to b , and examples thereof include a methyl group, an ethyl group and an n-propyl group, i-propyl group, n-butyl group, i-butyl group, s-butyl group, t-butyl group, n-pentyl group, 1-methylbutyl group, 2-methylbutyl group, 3-methylbutyl group, 1-ethylpropyl group 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 1,1-dimethylbutyl, Specific examples thereof include 1,3-dimethylbutyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, and dodecyl group, and they are selected within the range of each designated number of carbon atoms.

本明細書におけるCa〜Cbハロアルキルの表記は、炭素原子に結合した水素原子が、ハロゲン原子によって任意に置換された、炭素原子数がa〜b個よりなる直鎖状又は分岐鎖状の炭化水素基を表し、このとき、2個以上のハロゲン原子によって置換されている場合、それらのハロゲン原子は互いに同一でも、または互いに相異なっていてもよい。例えばフルオロメチル基、クロロメチル基、ブロモメチル基、ヨードメチル基、ジフルオロメチル基、クロロフルオロメチル基、ジクロロメチル基、ブロモフルオロメチル基、トリフルオロメチル基、クロロジフルオロメチル基、ジクロロフルオロメチル基、トリクロロメチル基、ブロモジフルオロメチル基、ブロモクロロフルオロメチル基、ジブロモフルオロメチル基、2-フルオロエチル基、2-クロロエチル基、2-ブロモエチル基、2,2-ジフルオロエチル基、2-クロロ-2-フルオロエチル基、2,2-ジクロロエチル基、2-ブロモ-2-フルオロエチル基、2,2,2-トリフルオロエチル基、2-クロロ-2,2-ジフルオロエチル基、2,2-ジクロロ-2-フルオロエチル基、2,2,2-トリクロロエチル基、2-ブロモ-2,2-ジフルオロエチル基、2-
ブロモ-2-クロロ-2-フルオロエチル基、2-ブロモ-2,2-ジクロロエチル基、1,1,2,2-テト
ラフルオロエチル基、ペンタフルオロエチル基、1-クロロ-1,2,2,2-テトラフルオロエチ
ル基、2-クロロ-1,1,2,2-テトラフルオロエチル基、1,2-ジクロロ-1,2,2-トリフルオロエチル基、2-ブロモ-1,1,2,2-テトラフルオロエチル基、2-フルオロプロピル基、2-クロロ
プロピル基、2-ブロモプロピル基、2-クロロ-2-フルオロプロピル基、2,3-ジクロロプロ
ピル基、2-ブロモ-3-フルオロプロピル基、3-ブロモ-2-クロロプロピル基、2,3-ジブロモプロピル基、3,3,3-トリフルオロプロピル基、3-ブロモ-3,3-ジフルオロプロピル基、2,2,3,3-テトラフルオロプロピル基、2-クロロ-3,3,3-トリフルオロプロピル基、2,2,3,3,3-ペンタフルオロプロピル基、1,1,2,3,3,3-ヘキサフルオロプロピル基、ヘプタフルオロプロピル基、2,3-ジクロロ-1,1,2,3,3-ペンタフルオロプロピル基、2-フルオロ-1-メチルエチル基、2-クロロ-1-メチルエチル基、2-ブロモ-1-メチルエチル基、2,2,2-トリフルオロ-1-(トリフルオロメチル)エチル基、1,2,2,2-テトラフルオロ-1-(トリフルオロメチル)エチル基、2,2,3,3,4,4-ヘキサフルオロブチル基、2,2,3,4,4,4-ヘキサフルオロブチル基、2,2,3,3,4,4,4-ヘプタフルオロブチル基、1,1,2,2,3,3,4,4-オクタフルオロブチル基、ノナフルオロブチル基、4-クロロ-1,1,2,2,3,3,4,4-オクタフルオロブチル基、2-フルオロ-2-メチルプロピル基、2-クロロ-1,1-ジメチルエチル基、2-ブロモ-1,1-ジメチルエチル基、5-クロロ-2,2,3,4,4,5,5-ヘプタフルオロペンチル基、トリデカフルオロヘキシル基等
が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。
In the present specification, the notation of C a to C b haloalkyl is a linear or branched chain consisting of a to b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted by a halogen atom. And when it is substituted by two or more halogen atoms, those halogen atoms may be identical to one another or different from one another. For example, fluoromethyl group, chloromethyl group, bromomethyl group, iodomethyl group, difluoromethyl group, chlorofluoromethyl group, dichloromethyl group, bromofluoromethyl group, trifluoromethyl group, chlorodifluoromethyl group, dichlorofluoromethyl group, trichloromethyl group Group, bromodifluoromethyl group, bromochlorofluoromethyl group, dibromofluoromethyl group, 2-fluoroethyl group, 2-chloroethyl group, 2-bromoethyl group, 2, 2-difluoroethyl group, 2-chloro-2-fluoroethyl group Group, 2,2-dichloroethyl group, 2-bromo-2-fluoroethyl group, 2,2,2-trifluoroethyl group, 2-chloro-2,2-difluoroethyl group, 2,2-dichloro-2 -Fluoroethyl group, 2,2,2-trichloroethyl group, 2-bromo-2,2-difluoroethyl group, 2-
Bromo-2-chloro-2-fluoroethyl group, 2-bromo-2,2-dichloroethyl group, 1,1,2,2-tetrafluoroethyl group, pentafluoroethyl group, 1-chloro-1,2, 2,2-tetrafluoroethyl group, 2-chloro-1,1,2,2-tetrafluoroethyl group, 1,2-dichloro-1,2,2-trifluoroethyl group, 2-bromo-1,1 , 2,2-tetrafluoroethyl group, 2-fluoropropyl group, 2-chloropropyl group, 2-bromopropyl group, 2-chloro-2-fluoropropyl group, 2,3-dichloropropyl group, 2-bromo- 3-fluoropropyl group, 3-bromo-2-chloropropyl group, 2,3-dibromopropyl group, 3,3,3-trifluoropropyl group, 3-bromo-3,3-difluoropropyl group, 2,2 , 3,3-tetrafluoropropyl group, 2-chloro-3,3,3-trifluoropropyl group, 2,2,3,3,3-pentafluoropropyl group, 1,1,2,3,3, 3-hexafluoropropyl group, heptafluoro Ropir, 2,3-dichloro-1,1,2,3,3-pentafluoropropyl, 2-fluoro-1-methylethyl, 2-chloro-1-methylethyl, 2-bromo-1- Methylethyl group, 2,2,2-trifluoro-1- (trifluoromethyl) ethyl group, 1,2,2,2-tetrafluoro-1- (trifluoromethyl) ethyl group, 2,2,3,3 3,4,4-hexafluorobutyl group, 2,2,3,4,4,4-hexafluorobutyl group, 2,2,3,3,4,4,4-heptafluorobutyl group, 1,1 , 2,2,3,3,4,4-octafluorobutyl group, nonafluorobutyl group, 4-chloro-1,1,2,2,3,3,4,4-octafluorobutyl group, 2- Fluoro-2-methylpropyl group, 2-chloro-1,1-dimethylethyl group, 2-bromo-1,1-dimethylethyl group, 5-chloro-2,2,3,4,4,5,5- A heptafluoro pentyl group, a tridecafluoro hexyl group, etc. are mentioned as a specific example, It selects in the range of the designated carbon atom number of each.

本明細書におけるCa〜Cbシクロアルキルの表記は、炭素原子数がa〜b個よりなる環状の炭化水素基を表し、3員環から6員環までの単環又は複合環構造を形成することが出来る。また、各々の環は指定の炭素原子数の範囲でアルキル基によって任意に置換されていてもよい。例えばシクロプロピル基、1-メチルシクロプロピル基、2-メチルシクロプロピル基、2,2-ジメチルシクロプロピル基、2,2,3,3-テトラメチルシクロプロピル基、シクロブチル基、シクロペンチル基、2-メチルシクロペンチル基、3-メチルシクロペンチル基、シクロヘキシル基、2-メチルシクロヘキシル基、3-メチルシクロヘキシル基、4-メチルシクロヘキシル基、ビシクロ[2.2.1]ヘプタン-2-イル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 In the present specification, the notation of C a to C b cycloalkyl represents a cyclic hydrocarbon group having a carbon number of a to b , and forms a single ring or a complex ring structure of 3 to 6 membered rings. You can do it. In addition, each ring may be optionally substituted with an alkyl group within the specified number of carbon atoms. For example, cyclopropyl group, 1-methylcyclopropyl group, 2-methylcyclopropyl group, 2,2-dimethylcyclopropyl group, 2,2,3,3-tetramethylcyclopropyl group, cyclobutyl group, cyclopentyl group, 2- Specific examples thereof include methylcyclopentyl group, 3-methylcyclopentyl group, cyclohexyl group, 2-methylcyclohexyl group, 3-methylcyclohexyl group, 4-methylcyclohexyl group, bicyclo [2.2.1] heptane-2-yl group and the like. , Is selected in the range of each designated number of carbon atoms.

本明細書におけるCa〜Cbアルケニルの表記は、炭素原子数がa〜b個よりなる直鎖状又は分岐鎖状で、且つ分子内に1個又は2個以上の二重結合を有する不飽和炭化水素基を表し、例えばビニル基、1-プロペニル基、2-プロペニル基、1-メチルエテニル基、2-ブテニル基、1-メチル-2-プロペニル基、2-メチル-2-プロペニル基、2-ペンテニル基、2-メチル-2-ブテニル基、3-メチル-2-ブテニル基、2-エチル-2-プロペニル基、1,1-ジメチル-2-プロペニル基、2-ヘキセニル基、2-メチル-2-ペンテニル基、2,4-ジメチル-2,6-ヘプタジエニル基、3,7-ジメチル-2,6-オクタジエニル基等が具体例として挙げられ、各々の指定の炭
素原子数の範囲で選択される。
In the present specification, the notation of C a to C b alkenyl is a linear or branched chain having a carbon atom number of a to b and having one or more double bonds in the molecule. A saturated hydrocarbon group such as vinyl group, 1-propenyl group, 2-propenyl group, 1-methylethenyl group, 2-butenyl group, 1-methyl-2-propenyl group, 2-methyl-2-propenyl group, 2 -Pentenyl group, 2-methyl-2-butenyl group, 3-methyl-2-butenyl group, 2-ethyl-2-propenyl group, 1,1-dimethyl-2-propenyl group, 2-hexenyl group, 2-methyl -2-Pentenyl group, 2,4-dimethyl-2,6-heptadienyl group, 3,7-dimethyl-2,6-octadienyl group, etc. are mentioned as a specific example, and it is possible to select in the specified number of carbon atoms in each Be done.

本明細書におけるCa〜Cbアルキニルの表記は、炭素原子数がa〜b個よりなる直鎖状又は分岐鎖状で、且つ分子内に1個又は2個以上の三重結合を有する不飽和炭化水素基を表し、例えばエチニル基、1-プロピニル基、2-プロピニル基、2-ブチニル基、1-メチル-2-プ
ロピニル基、2-ペンチニル基、1-メチル-2-ブチニル基、1,1-ジメチル-2-プロピニル基、2-ヘキシニル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。
In the present specification, the notation of C a to C b alkynyl is linear or branched having a carbon number of a to b , and is unsaturated having one or more triple bonds in the molecule. Represents a hydrocarbon group, such as ethynyl group, 1-propynyl group, 2-propynyl group, 2-butynyl group, 1-methyl-2-propynyl group, 2-pentynyl group, 1-methyl-2-butynyl group, 1, Specific examples thereof include 1-dimethyl-2-propynyl group, 2-hexynyl group and the like, which are selected within the range of the designated number of carbon atoms.

本明細書におけるCa〜Cbハロアルキニルの表記は、炭素原子に結合した水素原子が、ハロゲン原子によって任意に置換された、炭素原子数がa〜b個よりなる直鎖状又は分岐鎖状で、且つ分子内に1個又は2個以上の三重結合を有する不飽和炭化水素基を表す。このとき、2個以上のハロゲン原子によって置換されている場合、それらのハロゲン原子は互いに同一でも、または互いに相異なっていても良い。例えば2-クロロエチニル基、2-ブロモエチニル基、2-ヨードエチニル基、3-クロロ-2-プロピニル基、3-ブロモ-2-プロピニル基、3-ヨード-2-プロピニル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲
で選択される。
In the present specification, the notation of Ca to Cb haloalkynyl is a linear or branched chain consisting of a to b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted by a halogen atom, And an unsaturated hydrocarbon group having one or more triple bonds in the molecule. At this time, when substituted by two or more halogen atoms, those halogen atoms may be identical to each other or different from each other. For example, 2-chloroethynyl group, 2-bromoethynyl group, 2-iodoethynyl group, 3-chloro-2-propynyl group, 3-bromo-2-propynyl group, 3-iodo-2-propynyl group etc. And are selected in the range of each designated number of carbon atoms.

本明細書におけるCa〜Cbアルコキシの表記は、炭素原子数がa〜b個よりなる前記の意味であるアルキル-O-基を表し、例えばメトキシ基、エトキシ基、n-プロピルオキシ基、i-
プロピルオキシ基、n-ブチルオキシ基、i-ブチルオキシ基、s-ブチルオキシ基、t-ブチルオキシ基、n-ペンチルオキシ基、n-ヘキシルオキシ基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。
The notation of C a -C b alkoxy in the present specification represents an alkyl-O- group having the above-mentioned meaning having a carbon atom number of a to b , and examples thereof include a methoxy group, an ethoxy group and an n-propyloxy group, i-
A propyloxy group, n-butyloxy group, i-butyloxy group, s-butyloxy group, t-butyloxy group, n-pentyloxy group, n-hexyloxy group etc. are mentioned as a specific example, and each designated carbon atom number It is selected in the range of

本明細書におけるCa〜Cbアルキルカルボニルの表記は、炭素原子数がa〜b個よりなる前記の意味であるアルキル-C(O)-基を表し、例えばアセチル基、プロピオニル基、ブチリル基、イソブチリル基、バレリル基、イソバレリル基、2-メチルブタノイル基、ピバロイル基、ヘキサノイル基、ヘプタノイル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The notation C a -C b alkylcarbonyl in the present specification represents an alkyl-C (O)-group having the above-mentioned meaning having a carbon atom number of a to b , and examples thereof include an acetyl group, a propionyl group and a butyryl group. Specific examples thereof include isobutyryl group, valeryl group, isovaleryl group, 2-methylbutanoyl group, pivaloyl group, hexanoyl group, heptanoyl group and the like, and each is selected in the range of the designated number of carbon atoms.

本明細書におけるCa〜Cbアルコキシカルボニルの表記は、炭素原子数がa〜b個よりなる前記の意味であるアルキル-O-C(O)-基を表し、例えばメトキシカルボニル基、エトキシカルボニル基、n-プロピルオキシカルボニル基、i-プロピルオキシカルボニル基、n-ブトキシカルボニル基、i-ブトキシカルボニル基、t-ブトキシカルボニル基等が具体例として挙げられ、各々の指定の炭素原子数の範囲で選択される。 The notation of C a -C b alkoxycarbonyl in the present specification represents an alkyl-OC (O)-group having the above-mentioned meaning that the number of carbon atoms is a to b , and examples thereof include a methoxycarbonyl group, an ethoxycarbonyl group, Specific examples include n-propyloxycarbonyl group, i-propyloxycarbonyl group, n-butoxycarbonyl group, i-butoxycarbonyl group, t-butoxycarbonyl group, etc. Be done.

本明細書におけるCa〜Cbアルコキシ(Cd〜Ce)アルキル又はCa〜Cbアルコキシカルボニル(Cd〜Ce)アルキル等の表記は、それぞれ前記の意味である任意のCa〜Cbアルコキシ基又はCa〜Cbアルコキシカルボニル基によって、炭素原子に結合した水素原子が任意に置換された炭素原子数がd〜e個よりなる前記の意味であるアルキル基を表し、各々の指定の炭素原子数の範囲で選択される。 The notations such as C a -C b alkoxy (C d -C e ) alkyl or C a -C b alkoxycarbonyl (C d -C e ) alkyl in the present specification respectively have any C a- A hydrogen atom bonded to a carbon atom by a C b alkoxy group or a C a to C b alkoxycarbonyl group, which is an alkyl group having the above-mentioned meaning in which the number of carbon atoms is optionally substituted; It is selected in the specified number of carbon atoms.

本明細書における
[R20はR19と一緒になってCa〜Cbアルキレン鎖を形成することにより、結合する窒素原
子と共にc〜d員環を形成してもよいことを表し、このときこのアルキレン鎖は酸素原子を1個含んでもよく、]
の表記の具体例として、例えばアジリジン、アゼチジン、ピロリジン、オキサゾリジン、イミダゾリジン、ピペリジン、モルホリン、ホモピペリジン等が挙げられ、各々の指定の原子数の範囲で選択される。
In this specification
[R 20 is by forming a C a -C b alkylene chain together with R 19, it represents that may form a c~d membered ring together with the nitrogen atom to which they are attached this case the alkylene chain It may contain one oxygen atom]
Specific examples of the notation of include an aziridine, azetidine, pyrrolidine, an oxazolidine, an imidazolidine, a piperidine, a morpholine, a homopiperidine and the like, each of which is selected in the range of the designated number of atoms.

本発明化合物は、例えば以下の方法により製造することが出来る。   The compound of the present invention can be produced, for example, by the following method.

製造法A   Production method A

Figure 2019048883
Figure 2019048883

一般式(2)[式中、A1, A2, A3, G, X, Y, R3, m及びnは前記と同じ意味を表す。]で表される化合物を文献記載の公知の方法、例えばジャーナル・オブ・メディシナル・ケミストリー[J. Med. Chem.]1991年、34巻、1630頁等に記載の方法に準じて塩化
オキザリル又は塩化チオニル等のハロゲン化剤と反応させて対応する一般式(3)[式中、A1, A2, A3, G, X, Y, R3, m及びnは前記と同じ意味を表す。]で表される置換カルボン酸ハライドとし、次いでアンモニアと反応させることにより得られる一般式(4)[式中、A1,
A2, A3, G, X, Y, R3, m及びnは前記と同じ意味を表す。]で表される置換アミドを、必要ならば窒素又はアルゴン等の不活性ガス雰囲気下、一般式(5)[式中、R1bは水素原子又はC〜Cアルキル基を表し、Ra及びRbは各々独立してメチル、エチル等の低級アルキルを表す。]で表される化合物と、必要ならば該反応に対して不活性な溶媒を用い、必要ならば酸触媒の存在下にて反応させることにより、一般式(6)[式中、A1, A2, A3, G, X,
Y, R1b, R3, m, n及びRbは前記と同じ意味を表す。]で表される化合物を得ることがで
きる。
Formula (2) wherein, A 1, A 2, A 3, G, X, Y, R 3, m and n are as defined above. Compounds described in the literature according to known methods described in the literature, for example, oxalyl chloride or chloride in accordance with the method described in Journal of Medicinal Chemistry [J. Med. Chem.] 1991, 34, 1630, etc. The compound is reacted with a halogenating agent such as thionyl to give a corresponding general formula (3) [wherein, A 1 , A 2 , A 3 , G, X, Y, R 3 , m and n are as defined above]. Formula (4), wherein A 1 ,, is obtained by reaction with ammonia to give a substituted carboxylic acid halide represented by
A 2 , A 3 , G, X, Y, R 3 , m and n are as defined above. Embedded image and, if necessary, under an inert gas atmosphere such as nitrogen or argon, a compound represented by the general formula (5): wherein R 1b represents a hydrogen atom or a C 1 to C 6 alkyl group, R a And R b each independently represents lower alkyl such as methyl or ethyl. A compound represented by, if necessary using a solvent inert with respect to the reaction, by reacting in the presence of if needed an acid catalyst, the general formula (6) wherein, A 1, A 2 , A 3 , G, X,
Y, R 1b , R 3 , m, n and R b have the same meaning as described above. ] The compound represented by these can be obtained.

反応基質の量は、一般式(4)で表される化合物1当量に対して1〜100当量の一般式(5)で表される化合物を用いることができる。   The amount of the reaction substrate may be 1 to 100 equivalents of the compound represented by the general formula (5) to 1 equivalent of the compound represented by the general formula (4).

溶媒を用いる場合、用いられる溶媒としては反応の進行を阻害しないものであれば特に制限はないが、例えばベンゼン、トルエン、キシレン等の芳香族炭化水素類、ヘキサン、ヘプタン等の脂肪族炭化水素類、シクロヘキサン等の脂環式炭化水素類、クロロベンゼン、ジクロロベンゼン等の芳香族ハロゲン化炭化水素類、ジクロロメタン、クロロホルム、四塩化炭素、1,2-ジクロロエタン、1,1,1-トリクロロエタン、トリクロロエチレン、テト
ラクロロエチレン等の脂肪族ハロゲン化炭化水素類、メタノール、エタノール、2-プロパノール、2-メトキシエタノール等のアルコール類、ジエチルエーテル、t-ブチルメチルエーテル、1,2-ジメトキシエタン、テトラヒドロフラン、1,4-ジオキサン等のエーテル類、N,N-ジメチルホルムアミド、N,N-ジメチルアセトアミド、N-メチル-2-ピロリドン等のアミド類等が挙げられる。これらの溶媒は単独で用いても、これらのうちの2種類以上を混合して用いてもよい。
When a solvent is used, the solvent to be used is not particularly limited as long as it does not inhibit the progress of the reaction. For example, aromatic hydrocarbons such as benzene, toluene and xylene, and aliphatic hydrocarbons such as hexane and heptane , Alicyclic hydrocarbons such as cyclohexane, Aromatic halogenated hydrocarbons such as chlorobenzene and dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, 1,1,1-trichloroethane, trichloroethylene, tetrachloroethylene Aliphatic halogenated hydrocarbons such as methanol, ethanol, 2-propanol, alcohols such as 2-methoxyethanol, diethyl ether, t-butyl methyl ether, 1,2-dimethoxyethane, tetrahydrofuran, 1,4-dioxane Ethers such as N, N-dimethylformamide, N, N-dimes Amides such as chill acetamide, N-methyl-2-pyrrolidone and the like can be mentioned. These solvents may be used alone or in combination of two or more of them.

触媒の添加は必ずしも必要ではないが、触媒を用いる場合、例えば塩酸、硫酸、硝酸等の鉱酸類、ギ酸、酢酸、プロピオン酸、トリフルオロ酢酸、メタンスルホン酸、ベンゼンスルホン酸、p-トルエンスルホン酸等の有機酸類、塩化亜鉛、ヨウ化亜鉛、四塩化チタン、塩化セリウム、イッテルビウムトリフレート、三フッ化ホウ素-エーテル錯体等のルイ
ス酸を、一般式(4)で表される化合物に対して0.001〜1当量用いることができる。
The addition of a catalyst is not always necessary, but when using a catalyst, for example, mineral acids such as hydrochloric acid, sulfuric acid and nitric acid, formic acid, acetic acid, propionic acid, trifluoroacetic acid, methanesulfonic acid, benzenesulfonic acid, p-toluenesulfonic acid And Lewis acids such as zinc chloride, zinc iodide, titanium iodide, titanium tetrachloride, cerium chloride, ytterbium triflate, boron trifluoride-ether complex, etc. with respect to the compound represented by the general formula (4) .001 to 1 equivalent can be used.

反応温度は−60℃から反応混合物の還流温度までの任意の温度を設定することができ、反応時間は、反応基質の濃度、反応温度によって変化するが、通常5分から100時間の範囲で任意に設定できる。   The reaction temperature can be set to any temperature from -60 ° C to the reflux temperature of the reaction mixture, and the reaction time varies depending on the concentration of the reaction substrate and the reaction temperature, but it is optional within a range of usually 5 minutes to 100 hours. It can be set.

一般的には、例えば窒素ガス雰囲気下、無溶媒又はベンゼン、トルエン等の溶媒を用いて一般式(4)で表される化合物1当量に対して2〜10当量の一般式(5)で表される化合物を室温からこれら溶媒の還流温度の範囲にて、1時間から24時間反応を行なうのが好ましい。   In general, for example, under a nitrogen gas atmosphere, using a solvent such as no solvent or using benzene, toluene or the like, 2 to 10 equivalents of the compound represented by the general formula (4) is used. The reaction is preferably carried out in the range of from room temperature to the reflux temperature of these solvents for 1 hour to 24 hours.

このようにして得られた一般式(6)で表される化合物と一般式(7)[式中、R1aは前記と
同じ意味を表す。]で表されるアルコキシアミン類又はそれらの塩とを、必要ならば該反応に対して不活性な溶媒を用い、必要ならば塩基の存在下反応させることにより、一般式(1)においてWが酸素原子であり、R1が-CH=NOR1aであり、R2が水素原子である一般式(1-1)[式中、A1, A2, A3, G, X, Y, R1a, R1b, R3, m及びnは前記と同じ意味を表す。]で表
される本発明化合物を得ることができる。
The compound represented by the general formula (6) thus obtained and the compound represented by the general formula (7) [wherein, R 1a represents the same meaning as described above. In the general formula (1), the alkoxyamines represented by formula (I) or their salts are reacted, if necessary, using a solvent inert to the reaction, if necessary, in the presence of a base. An oxygen atom, R 1 is —CH = NOR 1a , and R 2 is a hydrogen atom; [wherein, A 1 , A 2 , A 3 , G, X, Y, R] 1a , R 1b , R 3 , m and n have the same meaning as described above. ] The compound of this invention represented by this can be obtained.

反応基質の量は、一般式(6)で表される化合物1当量に対して1〜20当量の一般式(7)で表される化合物を用いることができる。   The amount of the reaction substrate may be 1 to 20 equivalents of the compound represented by the general formula (7) per equivalent of the compound represented by the general formula (6).

溶媒を用いる場合、用いられる溶媒としては反応の進行を阻害しないものであれば特に制限はないが、例えばメタノール、エタノール、2-プロパノール、2-メトキシエタノール等のアルコール類、ジエチルエーテル、t-ブチルメチルエーテル、1,2-ジメトキシエタン、テトラヒドロフラン、1,4-ジオキサン等のエーテル類、N,N-ジメチルホルムアミド、N,N-ジメチルアセトアミド、N-メチル-2-ピロリドン等のアミド類、トリエチルアミン、トリブチルアミン、N,N-ジメチルアニリン等のアミン類、ピリジン、ピコリン等のピリジン類等が挙げられる。これらの溶媒は単独で用いても、これらのうちの2種類以上を混合して用いてもよい。   When a solvent is used, the solvent to be used is not particularly limited as long as it does not inhibit the progress of the reaction, but, for example, alcohols such as methanol, ethanol, 2-propanol and 2-methoxyethanol, diethyl ether, t-butyl Ethers such as methyl ether, 1,2-dimethoxyethane, tetrahydrofuran, 1,4-dioxane, etc., amides such as N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-2-pyrrolidone, etc., triethylamine, Examples thereof include amines such as tributylamine and N, N-dimethylaniline, and pyridines such as pyridine and picoline. These solvents may be used alone or in combination of two or more of them.

一般式(7)で表される化合物が塩酸、スルホン酸等との塩である場合、塩基の添加は必
ずしも必要ではないが、塩基を用いる場合、例えば炭酸ナトリウム、炭酸カリウム等のアルカリ金属炭酸塩、炭酸水素ナトリウム、炭酸水素カリウム等のアルカリ金属重炭酸塩、トリエチルアミン、トリブチルアミン、N,N-ジメチルアニリン、ピリジン、4-(ジメチ
ルアミノ)ピリジン、イミダゾール、1,8-ジアザビシクロ[5,4,0]-7-ウンデセン等の有機
塩基等を一般式(6)で表される化合物に対して1〜4当量用いることができる。
When the compound represented by the general formula (7) is a salt with hydrochloric acid, sulfonic acid and the like, addition of a base is not necessarily required, but when a base is used, for example, alkali metal carbonates such as sodium carbonate and potassium carbonate , Alkali metal bicarbonates such as sodium hydrogen carbonate and potassium hydrogen carbonate, triethylamine, tributylamine, N, N-dimethylaniline, pyridine, 4- (dimethylamino) pyridine, imidazole, 1,8-diazabicyclo [5,4, An organic base such as 0] -7-undecene can be used in an amount of 1 to 4 equivalents to the compound represented by the general formula (6).

反応温度は−60℃から反応混合物の還流温度までの任意の温度を設定することができ、反応時間は、反応基質の濃度、反応温度によって変化するが、通常5分から100時間
の範囲で任意に設定できる。
The reaction temperature can be set to any temperature from -60 ° C to the reflux temperature of the reaction mixture, and the reaction time varies depending on the concentration of the reaction substrate and the reaction temperature, but it is optional within a range of usually 5 minutes to 100 hours. It can be set.

一般的には、例えば一般式(6)で表される化合物1当量に対して1〜5当量の一般式(7)で表される化合物を用い、一般式(7)で表される化合物が塩である場合には必要ならば1
〜4当量のトリエチルアミン、1,8-ジアザビシクロ[5,4,0]-7-ウンデセン等の塩基存在下にて、無溶媒か又はメタノール、エタノール、ジエチルエーテル、テトラヒドロフラン、1,4-ジオキサン等の溶媒を用い、室温からこれらの溶媒の還流温度の範囲で、10分から24時間反応を行なうのが好ましい。
Generally, for example, a compound represented by general formula (7) is used, using 1 to 5 equivalents of a compound represented by general formula (7) to 1 equivalent of the compound represented by general formula (6) 1 if necessary if it is salt
In the presence of a base such as -4 equivalents of triethylamine, 1,8-diazabicyclo [5,4,0] -7-undecene or the like without solvent or with methanol, ethanol, diethyl ether, tetrahydrofuran, 1,4-dioxane, etc. It is preferable to carry out the reaction for 10 minutes to 24 hours using a solvent in the range of room temperature to the reflux temperature of these solvents.

製造法B   Manufacturing method B

Figure 2019048883
Figure 2019048883

一般式(1)においてWが酸素原子であり、R2が水素原子である一般式(1-2)[式中、A1, A2, A3, G, X, Y, R1, R3, m及びnは前記と同じ意味を表す。]で表される本発明化合物と一般式(8)[式中、R2は水素原子以外の前記と同じ意味を表し、J1は塩素原子、臭素原子
、ヨウ素原子、C1〜C4アルキルカルボニルオキシ基(例えば、ピバロイルオキシ基)、C1〜C4アルキルスルホネート基(例えば、メタンスルホニルオキシ基)、C1〜C4ハロアルキルスルホネート基(例えば、トリフルオロメタンスルホニルオキシ基)、アリールスルホネート基(例えば、ベンゼンスルホニルオキシ基、p-トルエンスルホニルオキシ基)又はアゾリル基(例えば、イミダゾール-1-イル基)のような良好な脱離基を表す。]で表さ
れる化合物とを、必要ならば塩基の存在下、必要ならば該反応に対して不活性な溶媒を用いて反応させることにより、一般式(1)においてWが酸素原子である一般式(1-3)[式中、A1, A2, A3, G, X, Y, R1, R3, m及びnは前記と同じ意味を表し、R2は水素原子以外の前記と同じ意味を表す。]で表される本発明化合物を得ることができる。
In the general formula (1), W is an oxygen atom, and R 2 is a hydrogen atom; wherein A 1 , A 2 , A 3 , G, X, Y, R 1 , R 3 , m and n have the same meaning as described above. Wherein R 2 is as defined above except for a hydrogen atom, and J 1 is a chlorine atom, a bromine atom, an iodine atom, a C 1 to C 4 alkyl; Carbonyloxy group (for example, pivaloyloxy group), C 1 to C 4 alkyl sulfonate group (for example, methanesulfonyloxy group), C 1 to C 4 haloalkyl sulfonate group (for example, trifluoromethanesulfonyloxy group), aryl sulfonate group (for example, , A good leaving group such as a benzenesulfonyloxy group, a p-toluenesulfonyloxy group) or an azolyl group (for example, an imidazol-1-yl group). In the general formula (1), when W is an oxygen atom, the compound represented by the general formula (1) is reacted by reacting it with a compound represented by the formula, if necessary, using a solvent inert to the reaction if necessary. Formula (1-3) [wherein, A 1 , A 2 , A 3 , G, X, Y, R 1 , R 3 , m and n are as defined above, and R 2 is a group other than a hydrogen atom. Represents the same meaning as. ] The compound of this invention represented by this can be obtained.

反応基質の量は、一般式(1-2)で表される化合物1当量に対して1〜50当量の一般式(8)で表される化合物を用いることができる。   The amount of the reaction substrate can be 1 to 50 equivalents of the compound represented by the general formula (8) to 1 equivalent of the compound represented by the general formula (1-2).

溶媒を用いる場合、用いられる溶媒としては反応の進行を阻害しないものであれば特に制限はないが、例えばベンゼン、トルエン、キシレン等の芳香族炭化水素類、ヘキサン、ヘプタン等の脂肪族炭化水素類、シクロヘキサン等の脂環式炭化水素類、クロロベンゼン、ジクロロベンゼン等の芳香族ハロゲン化炭化水素類、ジクロロメタン、クロロホルム、四塩化炭素、1,2-ジクロロエタン、1,1,1-トリクロロエタン、トリクロロエチレン、テトラクロロエチレン等の脂肪族ハロゲン化炭化水素類、ジエチルエーテル、t-ブチルメチルエーテル、1,2-ジメトキシエタン、テトラヒドロフラン、1,4-ジオキサン等のエーテル類、酢酸エチル、プロピオン酸エチル等のエステル類、ジメチルホルムアミド、ジメチルアセトアミド、N-メチル-2-ピロリドン等のアミド類、トリエチルアミン、トリブチルアミン、N,N-ジメチルアニリン等のアミン類、ピリジン、ピコリン等のピリジン類、メタノール、エタノール、エチレングリコール等のアルコール類、アセトニトリル、ジメチルスルホキシド、スルホラン、1,3-ジメチル-2-イミダゾリジノン及び水等が挙げられる。こ
れらの溶媒は単独で用いても、これらのうちの2種類以上を混合して用いてもよい。
When a solvent is used, the solvent to be used is not particularly limited as long as it does not inhibit the progress of the reaction. For example, aromatic hydrocarbons such as benzene, toluene and xylene, aliphatic hydrocarbons such as hexane and heptane , Alicyclic hydrocarbons such as cyclohexane, Aromatic halogenated hydrocarbons such as chlorobenzene and dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, 1,1,1-trichloroethane, trichloroethylene, tetrachloroethylene Aliphatic halogenated hydrocarbons such as diethyl ether, tert-butyl methyl ether, ethers such as 1,2-dimethoxyethane, tetrahydrofuran and 1,4-dioxane, esters such as ethyl acetate and ethyl propionate, dimethyl Formamide, dimethylacetamide, N-methyl-2-pyrrolidone, etc. Amides such as amines, triethylamine, tributylamine, amines such as N, N-dimethylaniline, pyridines such as pyridine and picoline, alcohols such as methanol, ethanol and ethylene glycol, acetonitrile, dimethyl sulfoxide, sulfolane, 1,3-dimethyl -2-imidazolidinone and water. These solvents may be used alone or in combination of two or more of them.

塩基を用いる場合、例えば水素化ナトリウム、水素化カリウム等のアルカリ金属水素化
物、水酸化ナトリウム、水酸化カリウム等のアルカリ金属水酸化物、ナトリウムエトキシド、カリウムターシャリーブトキシド等のアルカリ金属アルコキシド類、リチウムジイソプロピルアミド、リチウムヘキサメチルジシラザン、ナトリウムアミド等のアルカリ金属アミド類、ターシャリーブチルリチウム等の有機金属化合物、炭酸ナトリウム、炭酸カリウム、炭酸水素ナトリウム等のアルカリ金属炭酸塩、トリエチルアミン、トリブチルアミン、N,N-ジメチルアニリン、ピリジン、4-(ジメチルアミノ)ピリジン、イミダゾール、1,8-ジアザビシクロ[5,4,0]-7-ウンデセン等の有機塩基等を、一般式(1-2)で表される化合
物に対して1〜4当量用いることができる。
When a base is used, for example, alkali metal hydrides such as sodium hydride and potassium hydride, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, alkali metal alkoxides such as sodium ethoxide and potassium tertiary butoxide, Alkali metal amides such as lithium diisopropylamide, lithium hexamethyldisilazane, sodium amide, organic metal compounds such as tertiary butyl lithium, alkali metal carbonates such as sodium carbonate, potassium carbonate, sodium hydrogen carbonate, triethylamine, tributylamine, An organic base such as N, N-dimethylaniline, pyridine, 4- (dimethylamino) pyridine, imidazole, 1,8-diazabicyclo [5,4,0] -7-undecene, etc. can be represented by the general formula (1-2) 1 to 4 equivalents can be used with respect to the compound represented

反応温度は−60℃から反応混合物の還流温度までの任意の温度を設定することができ、反応時間は、反応基質の濃度、反応温度によって変化するが、通常5分から100時間の範囲で任意に設定できる。   The reaction temperature can be set to any temperature from -60 ° C to the reflux temperature of the reaction mixture, and the reaction time varies depending on the concentration of the reaction substrate and the reaction temperature, but it is optional within a range of usually 5 minutes to 100 hours. It can be set.

一般的には、例えば一般式(1-2)で表される化合物1当量に対して1〜10当量の一般
式(8)で表される化合物を用い、テトラヒドロフラン、1,4-ジオキサン、アセトニトリル
やN、N-ジメチルホルムアミド等の極性溶媒中、必要ならば塩基として水素化ナトリウ
ム、カリウムターシャリーブトキシド、水酸化カリウム、炭酸カリウム、トリエチルアミンやピリジン等を一般式(1-2)で表される化合物1当量に対して1〜3当量用いて、0〜
90℃の温度範囲で、10分から24時間反応を行なうのが好ましい。
Generally, for example, 1 to 10 equivalents of a compound represented by the general formula (8) to 1 equivalent of the compound represented by the general formula (1-2) is used to obtain tetrahydrofuran, 1,4-dioxane, acetonitrile In a polar solvent such as N, N, N-dimethylformamide or the like, if necessary, sodium hydride, potassium tertiary butoxide, potassium hydroxide, potassium carbonate, triethylamine, pyridine or the like as a base is represented by the general formula (1-2) 0 to 3 with 1 to 3 equivalents based on 1 equivalent of the compound
The reaction is preferably carried out at a temperature range of 90 ° C. for 10 minutes to 24 hours.

製造法C   Manufacturing method C

Figure 2019048883
Figure 2019048883

一般式(1)においてWが酸素原子である一般式(1-3)[式中、A1, A2, A3, G, X, Y, R1,R2, R3, m及びnは前記と同じ意味を表す。]で表される本発明化合物と五硫化二燐、五硫
化二燐−HMDO(ヘキサメチルジシロキサン)、ローソン試薬(Lawesson’s Reagent;2,4−ビス(4−メトキシフェニル)−1,3,2,4−ジチアジホスフェタン=2,4−ジスルフィド)等の硫化剤とを、必要ならば該反応に対して不活性な溶媒を用い、必要ならば塩
基の存在下、反応させることにより、一般式(1)においてWが硫黄原子である一般式(1-4)
[式中、A1, A2, A3, G, X, Y, R1, R2, R3, m及びnは前記と同じ意味を表す。]で表さ
れる本発明化合物を得ることができる。
In the general formula (1), W is an oxygen atom; in the general formula (1-3) [wherein, A 1 , A 2 , A 3 , G, X, Y, R 1 , R 2 , R 3 , m and n Represents the same meaning as described above. The compound of the present invention and diphosphorus pentasulfide, diphosphorus pentasulfide-HMDO (hexamethyldisiloxane), Lawesson's reagent (Lawesson's Reagent; 2,4-bis (4-methoxyphenyl) -1,3,2 The reaction is carried out with a sulfiding agent such as 4-dithiadiphosphetan = 2,4-disulfide, if necessary, using a solvent inert to the reaction, if necessary, in the presence of a base, General formula (1-4) in which W is a sulfur atom in general formula (1)
[Wherein, A 1 , A 2 , A 3 , G, X, Y, R 1 , R 2 , R 3 , m and n have the same meaning as described above. ] The compound of this invention represented by this can be obtained.

反応基質の量は、一般式(1-3)で表される化合物1当量に対して1〜50当量の硫化剤
を用いることができる。
The amount of the reaction substrate may be 1 to 50 equivalents of a sulfurizing agent per equivalent of the compound represented by the general formula (1-3).

溶媒を用いる場合、用いられる溶媒としては反応の進行を阻害しないものであれば特に制限はないが、例えばベンゼン、トルエン、キシレン等の芳香族炭化水素類、ヘキサン、ヘプタン等の脂肪族炭化水素類、シクロヘキサン等の脂環式炭化水素類、クロロベンゼン、ジクロロベンゼン等の芳香族ハロゲン化炭化水素類、ジクロロメタン、クロロホルム、四塩化炭素、1,2-ジクロロエタン、1,1,1-トリクロロエタン、トリクロロエチレン、テトラクロロエチレン等の脂肪族ハロゲン化炭化水素類、ジエチルエーテル、t-ブチルメチルエーテル、1,2-ジメトキシエタン、テトラヒドロフラン、1,4-ジオキサン等のエーテル類
、トリエチルアミン、トリブチルアミン、N,N-ジメチルアニリン等のアミン類、ピリジン、ピコリン等のピリジン類及びHMPA(ヘキサメチルホスホリックトリアミド)等が挙げられる。これらの溶媒は単独で用いても、これらのうちの2種類以上を混合して用いてもよい。
When a solvent is used, the solvent to be used is not particularly limited as long as it does not inhibit the progress of the reaction. For example, aromatic hydrocarbons such as benzene, toluene and xylene, and aliphatic hydrocarbons such as hexane and heptane , Alicyclic hydrocarbons such as cyclohexane, Aromatic halogenated hydrocarbons such as chlorobenzene and dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, 1,1,1-trichloroethane, trichloroethylene, tetrachloroethylene Aliphatic halogenated hydrocarbons such as diethyl ether, tert-butyl methyl ether, ethers such as 1,2-dimethoxyethane, tetrahydrofuran, 1,4-dioxane etc., triethylamine, tributylamine, N, N-dimethylaniline etc. Amines, pyridine, pyridines such as picoline, and HMP A (hexamethylphosphoric triamide) etc. are mentioned. These solvents may be used alone or in combination of two or more of them.

塩基の添加は必ずしも必要ではないが、塩基を用いる場合、例えば炭酸ナトリウム、炭酸カリウム、炭酸水素ナトリウム等のアルカリ金属炭酸塩、トリエチルアミン、トリブチルアミン、N,N-ジメチルアニリン、ピリジン、4-(ジメチルアミノ)ピリジン、イミダゾール、1,8-ジアザビシクロ[5,4,0]-7-ウンデセン等の有機塩基等を、一般式(1-3)で表さ
れる化合物に対して1〜10当量用いることができる。
Although the addition of a base is not always necessary, when a base is used, for example, an alkali metal carbonate such as sodium carbonate, potassium carbonate, sodium hydrogencarbonate, etc., triethylamine, tributylamine, N, N-dimethylaniline, pyridine, 4- (dimethyl (4-) Using 1 to 10 equivalents of an organic base such as amino) pyridine, imidazole, or 1,8-diazabicyclo [5,4,0] -7-undecene with respect to the compound represented by the general formula (1-3) Can.

反応温度は0℃から反応混合物の還流温度までの任意の温度を設定することができ、反応時間は、反応基質の濃度、反応温度によって変化するが、通常5分から100時間の範囲で任意に設定できる。   The reaction temperature can be set at any temperature from 0 ° C. to the reflux temperature of the reaction mixture, and the reaction time varies depending on the concentration of the reaction substrate and the reaction temperature, but it is usually set arbitrarily in the range of 5 minutes to 100 hours. it can.

一般的には、例えば一般式(1-3)で表される化合物1当量に対して1〜10当量の五硫
化二燐、五硫化二燐−HMDO、ローソン試薬等の硫化剤を用い、必要ならば1〜4当量の炭酸水素ナトリウム、トリエチルアミン、ピリジン等の塩基存在下にて、ベンゼン、トルエン、クロロベンゼン、ジクロロメタン、クロロホルム、1,2-ジメトキシエタン、テトラヒドロフラン、1,4-ジオキサンやHMPA等の溶媒中、室温〜反応混合物の還流温度の温度範囲で、10分から50時間反応を行なうか、或いは溶媒量のピリジン中、80℃〜反応混合物の還流温度の温度範囲で、1〜3時間反応を行なうのが好ましい。
Generally, it is necessary to use, for example, a sulfurizing agent such as 1 to 10 equivalents of diphosphorus pentasulfide, diphosphorus pentasulfide-HMDO, Lawesson's reagent, etc. per equivalent of the compound represented by the general formula (1-3). Then, in the presence of 1 to 4 equivalents of a base such as sodium hydrogen carbonate, triethylamine or pyridine, benzene, toluene, chlorobenzene, dichloromethane, chloroform, 1,2-dimethoxyethane, tetrahydrofuran, 1,4-dioxane or HMPA etc. The reaction is carried out in a solvent at a temperature ranging from room temperature to the reflux temperature of the reaction mixture for 10 minutes to 50 hours, or in a solvent amount of pyridine at a temperature ranging from 80 ° C. to a reflux temperature of the reaction mixture for 1 to 3 hours. It is preferred to do.

製造法A〜製造法Cにおいて、反応終了後の反応混合物は、直接濃縮、又は有機溶媒に溶解し、水洗後濃縮、又は氷水に投入、有機溶媒抽出後濃縮といった通常の後処理を行ない、目的の本発明化合物を得ることができる。また、精製の必要が生じたときには、再結晶、カラムクロマトグラフ、薄層クロマトグラフ、液体クロマトグラフ分取等の任意の精製方法によって分離、精製することができる。   In production methods A to C, the reaction mixture after completion of the reaction is directly concentrated or dissolved in an organic solvent, washed with water and concentrated, or poured into ice water, and subjected to ordinary post-treatment such as extraction after organic solvent extraction and concentration The compounds of the present invention can be obtained. In addition, when the need for purification arises, it can be separated and purified by any purification method such as recrystallization, column chromatograph, thin layer chromatograph, liquid chromatograph or the like.

製造法Aで用いられる一般式(2)で表される化合物は、例えば次のようにして合成することができる。   The compound represented by General formula (2) used by a manufacturing method A is compoundable as follows, for example.

反応式1   Reaction formula 1

Figure 2019048883
Figure 2019048883

すなわち、一般式(9)[式中、A1, A2, A3, G, X, Y, R3, m及びnは前記と同じ意味を表
し、J3は臭素原子、ヨウ素原子、ハロスルホニルオキシ基(例えば、フルオロスルホニルオキシ基)、C1〜C4ハロアルキルスルホニルオキシ基(例えば、トリフルオロメタンスルホニルオキシ基)又はアリールスルホニルオキシ基(例えば、ベンゼンスルホニルオキシ基)等を表す。]で表される化合物を文献記載の公知のパラジウム等の遷移金属触媒を用いるCO挿入反応、例えばザ・ジャーナル・オブ・オーガニック・ケミストリー[J. Org. Chem.]1999年、64巻、6921頁等に記載の反応条件、又は、文献記載の公知の
アリールリチウムとした後、炭酸ガスと反応させる方法、例えばケミカル・レビューズ[Chem. Rev.]1990年、90巻、879頁等に記載の反応条件等を用いて反応させることにより、一般式(2)[式中、A1, A2, A3, G, X, Y, R3, m及びnは前記と同じ意味を表す。]で表される化合物を得ることができる。
That is, in the general formula (9) [wherein, A 1 , A 2 , A 3 , G, X, Y, R 3 , m and n are as defined above, and J 3 is a bromine atom, an iodine atom, a halo And a sulfonyloxy group (for example, a fluorosulfonyloxy group), a C 1 -C 4 haloalkylsulfonyloxy group (for example, a trifluoromethanesulfonyloxy group), an arylsulfonyloxy group (for example, a benzenesulfonyloxy group) and the like. The compound represented by the above can be subjected to CO insertion reaction using a known transition metal catalyst such as palladium described in the literature, for example, The Journal of Organic Chemistry [J. Org. Chem.] 1999, volume 64, page 6921. The reaction conditions described in E.I., etc., or the known aryl lithium described in the literature, followed by reaction with carbon dioxide gas, for example, described in Chemical Reviews [Chem. Rev.] 1990, Vol. 90, p. 879 etc. By reacting using reaction conditions etc., in the general formula (2) [In the formula, A 1 , A 2 , A 3 , G, X, Y, R 3 , m and n have the same meaning as described above. ] The compound represented by these can be obtained.

また、一般式(2)で表される化合物は、一般式(9)で表される化合物を例えばザ・ジャーナル・オブ・オーガニック・ケミストリー[J. Org. Chem.]1974年、39巻、33
18頁等に記載のパラジウム等の遷移金属触媒を用いるCO挿入反応の反応条件を用いて反応させることにより、一般式(10)[式中、A1, A2, A3, G, X, Y, R3, m及びnは前記と同
じ意味を表し、Raはメチル、エチル等の低級アルキルを表す。]で表されるカルボン酸エステルに変換した後、文献記載の一般的なエステルの加水分解反応、例えばアンゲバンテ・ヘミー[Angew. Chem.]1951年、63巻、329頁、ジャーナル・オブ・ジ・アメリカン・ケミカル・ソサイエティー[J. Am. Chem. Soc.]1929年、51巻、1865頁
等に記載の反応条件に準じて加水分解することにより得ることもできる。
In addition, the compound represented by the general formula (2) is a compound represented by the general formula (9), for example, the Journal of Organic Chemistry [J. Org. Chem.
Like by reacting with the reaction conditions of CO insertion reaction using a transition metal catalyst such as palladium described in page 18, formula (10) wherein, A 1, A 2, A 3, G, X, Y, R 3 , m and n have the same meaning as described above, and R a represents lower alkyl such as methyl or ethyl. After conversion to a carboxylic acid ester represented by the formula, the hydrolysis reaction of general esters described in the literature, for example, Angelvante Chemie [Angew. Chem. It can also be obtained by hydrolysis according to the reaction conditions described in American Chemical Society [J. Am. Chem. Soc.] 1929, 51, 1865, etc.

製造法Aで用いられる一般式(5)で表される化合物は公知化合物であり、一部は市販品として入手できる。また、それ以外のものも文献記載の公知の方法、例えばザ・ジャーナル・オブ・オーガニック・ケミストリー[J. Org. Chem.]1984年、49巻、3659
頁等に記載の方法に準じて容易に合成することができる。
The compound represented by General formula (5) used by a manufacturing method A is a well-known compound, and one part can be obtained as a commercial item. Also, other methods are known methods described in the literature, for example, The Journal of Organic Chemistry [J. Org. Chem.] 1984, 49, 3659.
It can be easily synthesized according to the method described on the page and the like.

製造法Aで用いられる一般式(7)で表される化合物は公知化合物であり、一部は市販品として入手できる。また、それ以外のものも文献記載の公知の方法、例えばザ・ジャーナル・オブ・オーガニック・ケミストリー[J. Org. Chem.]2005年、70巻、6991
頁等に記載の方法に準じて容易に合成することができる。
The compound represented by General formula (7) used by a manufacturing method A is a well-known compound, and one part can be obtained as a commercial item. In addition, other methods are also known methods described in the literature, for example, The Journal of Organic Chemistry [J. Org. Chem.] 2005, 70, 6991.
It can be easily synthesized according to the method described on the page and the like.

製造法Bで用いられる一般式(8)で表される化合物の或るものは公知化合物であり、一部は市販品として入手できる。また、それ以外のものも文献記載の一般的な合成方法、例えばケミストリー・レターズ[Chem. Lett.]1976年、373頁、ジャーナル・オブ・
ジ・アメリカン・ケミカル・ソサイエティー[J. Am. Chem. Soc.]1964年、86巻、
4383頁、ザ・ジャーナル・オブ・オーガニック・ケミストリー[J. Org. Chem.]1
976年、41巻、4028頁及び1978年、43巻、3244頁、オーガニック・シンセシス[Org. Synth.]1988年、コレクティブボリューム6巻、101頁、テトラヘ
ドロン・レターズ[Tetrahedron Lett.]1972年、4339頁、英国特許公報(GB 2,161,802号公報)、ヨーロッパ特許公報(EP 0,051,273号公報)等に記載の方法に準じて
容易に合成することができる。
Some of the compounds represented by General Formula (8) used in Production Method B are known compounds, and some of them can be obtained as commercial products. In addition, the general synthesis methods described in the literature, for example, Chemistry Letters [Chem. Lett.] 1976, p.
The American Chemical Society [J. Am. Chem. Soc.] 1964, Vol. 86,
Page 4383, The Journal of Organic Chemistry [J. Org. Chem.] 1
976, 41, 4028 and 1978, 43, 3244, Organic Synthesis [Org. Synth.] 1988, Collective Volume 6, 101, Tetrahedron Letters [Tetrahedron Lett.] 1972, The compound can be easily synthesized according to the method described on page 4339, British Patent Publication (GB 2,161,802), European Patent Publication (EP 0,051,273) and the like.

一般式(9)で表される化合物は、例えば次のようにして合成することができる。   The compound represented by the general formula (9) can be synthesized, for example, as follows.

反応式2   Reaction formula 2

Figure 2019048883
Figure 2019048883

一般式(11)[式中、A1, A2, A3, Y, n及びJ3は前記と同じ意味を表す。]で表される化合物を、必要ならば該反応に対して不活性な溶媒を用い、必要ならば塩基の存在下、ハロゲン化剤を用いてハロゲン化することにより、一般式(12)[式中、A1, A2, A3, Y, n及びJ3は前記と同じ意味を表し、J2は塩素原子、臭素原子等のハロゲン原子を表す。]で表されるヒドロキサム酸塩化物を得ることができる。 Formula (11) wherein, A 1, A 2, A 3, Y, n and J 3 are as defined above. The compound represented by the general formula (12) can be obtained by halogenating the compound represented by the formula, if necessary, using a solvent inert to the reaction, if necessary, using a halogenating agent in the presence of a base Among them, A 1 , A 2 , A 3 , Y, n and J 3 have the same meanings as described above, and J 2 represents a halogen atom such as a chlorine atom or a bromine atom. The hydroxamic acid chloride represented by this can be obtained.

ハロゲン化剤としては、例えばN-クロロコハク酸イミド、N-ブロモコハク酸イミド等のN-ハロコハク酸イミド類、次亜塩素酸ナトリウム等の次亜ハロゲン酸アルカリ金属塩
類、次亜塩素酸-t-ブチルエステル等の次亜ハロゲン酸エステル類、塩素ガス等の単体ハ
ロゲン等を、一般式(11)で表される化合物に対して1〜10当量用いることができる。
As the halogenating agent, for example, N-halosuccinimide such as N-chlorosuccinimide, N-bromosuccinimide, alkali metal hypohalite such as sodium hypochlorite, hypochlorous acid-t-butyl hypochlorite Hypohalous acid esters such as ester, single halogen such as chlorine gas, etc. can be used in an amount of 1 to 10 equivalents to the compound represented by the general formula (11).

溶媒を用いる場合、用いられる溶媒としては反応の進行を阻害しないものであれば特に制限はないが、例えばベンゼン、トルエン、キシレン等の芳香族炭化水素類、ヘキサン、ヘプタン等の脂肪族炭化水素類、シクロヘキサン等の脂環式炭化水素類、クロロベンゼン、ジクロロベンゼン等の芳香族ハロゲン化炭化水素類、ジクロロメタン、クロロホルム、四塩化炭素、1,2-ジクロロエタン、1,1,1-トリクロロエタン、トリクロロエチレン、テトラクロロエチレン等の脂肪族ハロゲン化炭化水素類、ジエチルエーテル、t-ブチルメチルエーテル、1,2-ジメトキシエタン、テトラヒドロフラン、1,4-ジオキサン等のエーテル類、酢酸エチル、プロピオン酸エチル等のエステル類、N,N-ジメチルホルムアミド、N,
N-ジメチルアセトアミド、N-メチル-2-ピロリドン等のアミド類、メタノール、エタノ
ール、エチレングリコール等のアルコール類、酢酸、プロピオン酸等のカルボン酸類、アセトニトリル及び水等が挙げられる。これらの溶媒は単独で用いても、これらのうちの2種類以上を混合して用いてもよい。
When a solvent is used, the solvent to be used is not particularly limited as long as it does not inhibit the progress of the reaction. For example, aromatic hydrocarbons such as benzene, toluene and xylene, and aliphatic hydrocarbons such as hexane and heptane , Alicyclic hydrocarbons such as cyclohexane, Aromatic halogenated hydrocarbons such as chlorobenzene and dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, 1,1,1-trichloroethane, trichloroethylene, tetrachloroethylene Aliphatic halogenated hydrocarbons such as diethyl ether, tert-butyl methyl ether, ethers such as 1,2-dimethoxyethane, tetrahydrofuran and 1,4-dioxane, esters such as ethyl acetate and ethyl propionate, N , N-dimethylformamide, N,
Amides such as N-dimethylacetamide and N-methyl-2-pyrrolidone; alcohols such as methanol, ethanol and ethylene glycol; carboxylic acids such as acetic acid and propionic acid; acetonitrile and water. These solvents may be used alone or in combination of two or more of them.

反応温度は−60℃から反応混合物の還流温度までの任意の温度を設定することができ、反応時間は、反応基質の濃度、反応温度によって変化するが、通常5分から24時間の範囲で任意に設定できる。   The reaction temperature can be set to any temperature from -60 ° C to the reflux temperature of the reaction mixture, and the reaction time varies depending on the concentration of the reaction substrate and the reaction temperature, but it is optional within the range of usually 5 minutes to 24 hours. It can be set.

このようにして得られた一般式(12)で表される化合物と一般式(13)[式中、G, X, R3及びmは前記と同じ意味を表す。]で表される化合物とを塩基の存在下、必要ならば該反応
に対して不活性な溶媒を用い、反応させることにより、一般式(9)[式中、A1, A2, A3, G, X, Y, R3, m, n及びJ3は前記と同じ意味を表す。]で表される化合物を得ることができる。
The compound represented by the general formula (12) thus obtained and the compound represented by the general formula (13) wherein G, X, R 3 and m are as defined above. And the compound represented by the general formula (9) [wherein, A 1 , A 2 , A 3] can be reacted by using a solvent inert to the reaction if necessary. , G, X, Y, R 3 , m, n and J 3 have the same meanings as described above. ] The compound represented by these can be obtained.

反応基質の量は、一般式(12)で表される化合物1当量に対して1〜5当量の一般式(13)
で表される化合物を用いることができる。
The amount of the reaction substrate is 1 to 5 equivalents of the general formula (13) per equivalent of the compound represented by the general formula (12)
The compound represented by these can be used.

用いる塩基としては、例えば水酸化ナトリウム、水酸化カリウム等のアルカリ金属水酸化物、炭酸ナトリウム、炭酸カリウム等のアルカリ金属炭酸塩、炭酸水素ナトリウム、炭酸水素カリウム等のアルカリ金属重炭酸塩、トリエチルアミン、トリブチルアミン、N,
N-ジメチルアニリン、ピリジン、4-(ジメチルアミノ)ピリジン、イミダゾール、1,8-ジ
アザビシクロ[5,4,0]-7-ウンデセン等の有機塩基等を、一般式(12)で表される化合物に対して1〜5当量用いることができる。
Examples of the base to be used include alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, alkali metal carbonates such as sodium carbonate and potassium carbonate, alkali metal bicarbonates such as sodium hydrogencarbonate and potassium hydrogencarbonate, triethylamine, Tributylamine, N,
Compounds represented by the general formula (12), organic bases such as N-dimethylaniline, pyridine, 4- (dimethylamino) pyridine, imidazole, 1,8-diazabicyclo [5,4,0] -7-undecene and the like 1 to 5 equivalents can be used.

溶媒を用いる場合、用いられる溶媒としては反応の進行を阻害しないものであれば特に制限はないが、例えばベンゼン、トルエン、キシレン等の芳香族炭化水素類、ヘキサン、ヘプタン等の脂肪族炭化水素類、シクロヘキサン等の脂環式炭化水素類、クロロベンゼン、ジクロロベンゼン等の芳香族ハロゲン化炭化水素類、ジクロロメタン、クロロホルム、四塩化炭素、1,2-ジクロロエタン、1,1,1-トリクロロエタン、トリクロロエチレン、テトラクロロエチレン等の脂肪族ハロゲン化炭化水素類、ジエチルエーテル、t-ブチルメチルエーテル、1,2-ジメトキシエタン、テトラヒドロフラン、1,4-ジオキサン等のエーテル類、酢酸エチル、プロピオン酸エチル等のエステル類、N,N-ジメチルホルムアミド、N,
N-ジメチルアセトアミド、N-メチル-2-ピロリドン等のアミド類及びアセトニトリル等
が挙げられる。これらの溶媒は単独で用いても、これらのうちの2種類以上を混合して用いてもよい。
When a solvent is used, the solvent to be used is not particularly limited as long as it does not inhibit the progress of the reaction. For example, aromatic hydrocarbons such as benzene, toluene and xylene, and aliphatic hydrocarbons such as hexane and heptane , Alicyclic hydrocarbons such as cyclohexane, Aromatic halogenated hydrocarbons such as chlorobenzene and dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, 1,1,1-trichloroethane, trichloroethylene, tetrachloroethylene Aliphatic halogenated hydrocarbons such as diethyl ether, tert-butyl methyl ether, ethers such as 1,2-dimethoxyethane, tetrahydrofuran and 1,4-dioxane, esters such as ethyl acetate and ethyl propionate, N , N-dimethylformamide, N,
Amides such as N-dimethylacetamide, N-methyl-2-pyrrolidone and the like, and acetonitrile. These solvents may be used alone or in combination of two or more of them.

反応温度は−60℃から反応混合物の還流温度までの任意の温度を設定することができ、反応時間は、反応基質の濃度、反応温度によって変化するが、通常5分から100時間の範囲で任意に設定できる。   The reaction temperature can be set to any temperature from -60 ° C to the reflux temperature of the reaction mixture, and the reaction time varies depending on the concentration of the reaction substrate and the reaction temperature, but it is optional within a range of usually 5 minutes to 100 hours. It can be set.

一般的には、例えば一般式(11)で表される化合物1当量に対して1〜2当量のN-クロ
ロコハク酸イミド、次亜塩素酸ナトリウム水溶液、次亜塩素酸-t-ブチルエステル、塩素
ガス等のハロゲン化剤を用い、ジクロロメタン、クロロホルム、1,2-ジメトキシエタン、テトラヒドロフラン、1,4-ジオキサン、N,N-ジメチルホルムアミド等の溶媒中で、0℃からこれらの溶媒の還流温度の範囲で、10分から2時間反応を行なうことで一般式(12)
で表される化合物を得ることができる。次いで、一般式(12)で表される化合物を単離す
ることなく、1〜2当量の一般式(13)で表される化合物及び1〜2当量の炭酸ナトリウム、炭酸水素ナトリウム、トリエチルアミン等の塩基を添加し、0℃からこれらの溶媒の還流温度の範囲で、10分から24時間反応を行なうのが好ましい。
Generally, for example, 1 to 2 equivalents of N-chlorosuccinimide, a sodium hypochlorite aqueous solution, hypochlorous acid t-butyl ester, chlorine, per equivalent of the compound represented by the general formula (11) Using a halogenating agent such as gas, in a solvent such as dichloromethane, chloroform, 1,2-dimethoxyethane, tetrahydrofuran, 1,4-dioxane, N, N-dimethylformamide, etc. from 0 ° C. to the reflux temperature of these solvents The reaction is carried out for 10 minutes to 2 hours within the range of the general formula (12)
The compound represented by these can be obtained. Then, without isolating the compound represented by the general formula (12), one to two equivalents of the compound represented by the general formula (13) and one to two equivalents of sodium carbonate, sodium hydrogencarbonate, triethylamine or the like It is preferable to add a base and carry out the reaction for 10 minutes to 24 hours in the range of 0 ° C. to the reflux temperature of these solvents.

一般式(11)で表される化合物は、例えば次のようにして合成することができる。   The compound represented by the general formula (11) can be synthesized, for example, as follows.

反応式3   Reaction formula 3

Figure 2019048883
Figure 2019048883

すなわち、一般式(14)[式中、A1, A2, A3, Y, n及びJ3は前記と同じ意味を表す。]で表される公知の置換芳香族アルデヒドを、文献記載の公知の方法、例えばジャーナル・オブ・メディシナル・ケミストリー[J. Med. Chem.]2001年、44巻、2308頁等
に記載の方法に準じてヒドロキシルアミン又はその塩と反応させることにより一般式(11)[式中、A1, A2, A3, Y, n及びJ3は前記と同じ意味を表す。]で表される化合物を容易に合成することができる。
That is, in the general formula (14) [wherein, A 1 , A 2 , A 3 , Y, n and J 3 represent the same meaning as described above. The known substituted aromatic aldehydes represented by the following formula] can be selected from known methods described in the literature, for example, methods described in Journal of Medicinal Chemistry [J. Med. Chem.] 2001, 44, 2308, etc. Similarly, by reacting with hydroxylamine or a salt thereof, a compound represented by the general formula (11): wherein A 1 , A 2 , A 3 , Y, n and J 3 have the same meanings as described above. Can be easily synthesized.

一般式(13)で表される化合物は、例えば次のようにして合成することができる。   The compound represented by the general formula (13) can be synthesized, for example, as follows.

反応式4   Reaction formula 4

Figure 2019048883
Figure 2019048883

すなわち、公知の一般式(15)[式中、G, X及びmは前記と同じ意味を表し、J4は臭素原
子、ヨウ素原子、C1〜C4ハロアルキルスルホニルオキシ基(例えば、トリフルオロメタンスルホニルオキシ基)、-B(OH)2基、4,4,5,5-テトラメチル-1,3,2-ジオキサボロラン-2-
イル基、-Si(OEt)3基、-ZnCl、-ZnBr基又は-ZnI基等を表す。]で表される化合物と一般
式(16)[式中、R3は前記と同じ意味を表し、J5は臭素原子、ヨウ素原子等のハロゲン原子又は-B(OH)2基を表す。]で表される化合物とを文献記載の一般的なパラジウム等の遷移
金属触媒を用いたクロスカップリング反応、例えばザ・ジャーナル・オブ・オーガニック・ケミストリー[J. Org. Chem.]1991年、56巻、7336頁、テトラヘドロン・
レターズ[Tetrahedron Lett.]2001年、42巻、4083頁等に記載の反応条件等
を用いて反応させることにより、一般式(13)[式中、G, X, R3及びmは前記と同じ意味を
表す。]で表される化合物を得ることができる。
That is, known general formula (15) [wherein, G, X and m are as defined above, J 4 is a bromine atom, an iodine atom, a C 1 -C 4 haloalkylsulfonyloxy group (eg, trifluoromethanesulfonyl Oxy group), -B (OH) 2 group, 4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-
Yl group, -Si (OEt) 3 group, -ZnCl, -ZnBr group, -ZnI group or the like. Wherein R 3 has the same meaning as described above, and J 5 represents a halogen atom such as a bromine atom or an iodine atom, or a —B (OH) 2 group. A cross-coupling reaction using a transition metal catalyst such as general palladium described in the literature, for example, The Journal of Organic Chemistry [J. Org. Chem.] 1991, 56. Volume, page 7336, Tetrahedron ·
General formula (13) [wherein, G, X, R 3 and m are the same as above] by reacting using the reaction conditions described in Letters [Tetrahedron Lett.] 2001, 42, 4083 etc. Represents the meaning. ] The compound represented by these can be obtained.

ここで用いられる一般式(16)で表される化合物の或るものは公知化合物であり、一部は市販品として入手できる。また、それ以外のものも文献記載の公知の方法、例えばジャーナル・オブ・ジ・アメリカン・ケミカル・ソサイエティー[J. Am. Chem. Soc.]1971
年、93巻、1925頁、テトラヘドロン・レターズ[Tetrahedron Lett.]1990年
、31巻、1919頁及び2001年、42巻、4083頁等に記載の方法に準じて容易に合成することができる。
Some of the compounds represented by the general formula (16) used here are known compounds, and some are commercially available. In addition, the other methods are also known methods described in the literature, for example, Journal of the American Chemical Society [J. Am. Chem. Soc.] 1971.
It can be easily synthesized according to the method described in Y. 93, p. 1925, Tetrahedron Letters (Tetrahedron Lett.), 1990, 31, 1919 and 2001, 42, 4083, etc.

また、一般式(13)で表される化合物は、一般式(17)[式中、G, X, R3及びmは前記と同
じ意味を表す。]で表される化合物を文献記載の公知なカルボニル基のオレフィン化反応、例えばザ・ジャーナル・オブ・オーガニック・ケミストリー[J. Org. Chem.]198
6年、51巻、5252頁及び1994年、59巻、2898頁、シンセシス[Synthesis]1991年、29頁、テトラヘドロン・レターズ[Tetrahedron Lett.]1985年、26巻、5579頁等に記載の反応条件に準じて反応させることにより得ることもできる。
Further, the compound represented by the general formula (13) is a compound represented by the general formula (17) [wherein, G, X, R 3 and m are as defined above]. And the like. The compound represented by the above is a known olefination reaction of a carbonyl group described in the literature, for example, The Journal of Organic Chemistry [J. Org. Chem.] 198
6, 51, 5252 and 1994, 59, 2898, Synthesis, 1991, p. 29, p. Tetrahedron Lett., 1985, 26, p. 5579, etc. It can also be obtained by reacting according to the conditions.

一般式(17)で表される化合物は、例えば次のようにして合成できる。   The compound represented by the general formula (17) can be synthesized, for example, as follows.

反応式5   Reaction formula 5

Figure 2019048883
Figure 2019048883

すなわち、公知の一般式(18)[式中、X及びmは前記と同じ意味を表し、Gはベンゼン環
を表す。]で表される化合物と公知の一般式(19)[式中、R3は前記と同じ意味を表し、J6はハロゲン原子、トリフルオロメタンスルホニルオキシ基、2-ピリジルオキシ基等の脱離基を表す。]で表される化合物又は公知の一般式(20)[式中、R3は前記と同じ意味を表す。]で表される化合物とを文献記載の一般的な芳香環のアシル化反応、例えばケミストリー・レターズ[Chem. Lett.]1990年、783頁、ザ・ジャーナル・オブ・オーガニ
ック・ケミストリー[J. Org. Chem.]1991年、56巻、1963頁等に記載の方法
に準じて反応させることにより、一般式(17)[式中、X, R3及びmは前記と同じ意味を表し、Gはベンゼン環を表す。]で表される化合物を得ることができる。
That is, known general formula (18) [wherein, X and m have the same meanings as described above, and G represents a benzene ring. Wherein R 3 is as defined above, and J 6 is a leaving group such as a halogen atom, a trifluoromethanesulfonyloxy group, a 2-pyridyloxy group, etc. Represents Or a compound represented by the general formula (20) [wherein, R 3 represents the same meaning as described above]. And the compound represented by the general formula (4), and the general aromatic ring acylation reaction described in the literature, for example, Chemistry Letters [Chem. Lett.] 1990, p.783, The Journal of Organic Chemistry [J. Org] Chem.] By reacting according to the method described in Volume 56, p. 1963, etc. in 1991, a compound represented by the general formula (17): wherein X, R 3 and m are as defined above, and G is Represents a benzene ring. ] The compound represented by these can be obtained.

或いは、公知の一般式(21)[式中、G, X及びmは前記と同じ意味を表し、J7は臭素原子
又はヨウ素原子を表す。]で表される化合物を文献記載の一般的な方法、例えばリチオ化した後、公知の一般式(22)[式中、R3は前記と同じ意味を表し、J8はハロゲン原子、水酸基、金属塩(例えば、-OLi、-ONa)、C1〜C4アルコキシ基(例えば、メトキシ基、エトキシ基)、ジ(C1〜C4アルキル)アミノ基(例えば、ジエチルアミノ基)、C1〜C4アルコキシ(C1〜C4アルキル)アミノ基(例えば、O,N-ジメチルヒドロキシアミノ基)又は環状アミノ基(例えば、ピペリジン-1-イル基、モルホリン-4-イル基、4-メチルピペラジン-1-イル
基)を表す。]で表される化合物又は公知の一般式(20)で表される化合物と反応させるジャーナル・オブ・ジ・アメリカン・ケミカル・ソサイエティー[J. Am. Chem. Soc.]19
55年、77巻、3657頁、テトラヘドロン・レターズ[Tetrahedron Lett.]198
0年、21巻、2129頁及び1991年、32巻、2003頁、アメリカ合衆国特許出願公報(US 5,514,816号公報)等に記載の方法、或いはグリニャール反応剤を形成した後、一般式(22)で表される化合物又は一般式(20)で表される化合物と反応させるヘテロサイクルズ[Heterocycles]1987年、25巻、221頁、シンセティック・コミュニケーションズ[Synth. Commun.]1985年、15巻、1291頁及び1990年、20巻、1469頁、ドイツ国特許出願公報(DE 19727042号公報)等に記載の方法に準じて反応
させることにより、一般式(17)[式中、G, X, R3及びmは前記と同じ意味を表す。]で表
される化合物を得ることもできる。
Alternatively, known general formula (21) [wherein, G, X and m have the same meanings as described above, and J 7 represents a bromine atom or an iodine atom. General methods of compound represented by literature in, for example, by lithiation, known general formula (22) wherein, R 3 are as defined above, J 8 is a halogen atom, a hydroxyl group, Metal salts (eg, -OLi, -ONa), C 1 -C 4 alkoxy groups (eg, methoxy, ethoxy), di (C 1 -C 4 alkyl) amino groups (eg, diethylamino), C 1- C 4 alkoxy (C 1 -C 4 alkyl) amino group (eg, O, N-dimethylhydroxyamino group) or cyclic amino group (eg, piperidin-1-yl group, morpholin-4-yl group, 4-methylpiperazine) A -1-yl group). Journal of the American Chemical Society [J. Am. Chem. Soc.] 19 to be reacted with a compound represented by the general formula (20) or a compound represented by a known general formula (20)
55, 77, 3657, Tetrahedron Letters [Tetrahedron Lett.] 198
Methods described in U.S. Pat. No. 21, page 2129 and 1991, 32, 2003, U.S. Patent Application Publication (US Pat. No. 5,514,816) or the like, or after forming a Grignard reaction agent, a table of the general formula (22) And a compound represented by the general formula (20): Heterocycles 1987, 25: 221, Synthetic Communications [Synth. Commun.] 1985, 15: 1291 and By reacting according to the method described in 1990, Vol. 20, p. 1469, German Patent Application Publication (DE 19727042), etc., a compound represented by the general formula (17): wherein G, X, R 3 and m Represents the same meaning as described above. ] The compound represented by these can also be obtained.

これらの各反応においては、反応終了後、通常の後処理を行なうことにより製造法A〜
製造法Cの原料化合物となる各々の製造中間体を得ることができる。
In each of these reactions, after the completion of the reaction, the usual post-treatment is carried out to produce Production Method A ~
Each manufacturing intermediate used as the raw material compound of manufacturing method C can be obtained.

また、これらの方法により製造された各々の製造中間体は、単離・精製することなく、それぞれそのまま次工程の反応に用いることもできる。   Moreover, each production intermediate manufactured by these methods can also be used for reaction of the next process as it is, without isolating and purifying, respectively.

本発明活性化合物としては、具体的に例えば、式[1]−5及び式[1]−11で表される化合物、並びに式[1]−1乃至式[1]−4で表される化合物、式[1]−6乃至式[1]−10で表される化合物、式[1]−12乃至式[1]−40で表される化合物、式[1]−43乃至式[1]−48で表される化合物、及び式[1]−51乃至式[1]−56で表される化合物が挙げられる。但し、これら化合物は例示のためのものであって、本発明はこれらのみに限定されるものではない。   Specific examples of the active compound of the present invention include compounds represented by the formula [1] -5 and the formula [1] -11, and compounds represented by the formula [1] -1 to the formula [1] -4 A compound represented by the formula [1] -6 to the formula [1] -10, a compound represented by the formula [1] -12 to the formula [1] -40, a formula [1] -43 to the formula [1] The compound represented by -48, and the compound represented by Formula [1] -51 thru | or Formula [1] -56 are mentioned. However, these compounds are for illustration, and the present invention is not limited to these.

尚、表中Etとの記載はエチル基を表し、以下同様にn-Pr及びPr-nはノルマルプロピル基を、i-Pr及びPr-iはイソプロピル基を、c-Pr及びPr-cはシクロプロピル基を、n-Bu及びBu-nはノルマルブチル基を、s-Bu及びBu-sはセカンダリーブチル基を、i-Bu及びBu-iはイソブチル基を、t-Bu及びBu-tはターシャリーブチル基を、c-Bu及びBu-cはシクロブチル基を、Phはフェニル基を、T−18は下記の構造をそれぞれ表す。

Figure 2019048883
In the table, “Et” represents an ethyl group, and similarly, n-Pr and Pr-n are normal propyl groups, i-Pr and Pr-i are isopropyl groups, and c-Pr and Pr-c are Cyclopropyl, n-Bu and Bu-n are normal butyl, s-Bu and Bu-s are secondary butyl, i-Bu and Bu-i are isobutyl, t-Bu and Bu-t Represents a tertiary butyl group, c-Bu and Bu-c represent a cyclobutyl group, Ph represents a phenyl group, and T-18 represents the following structure, respectively.
Figure 2019048883

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-CF3 CF3 H CH=NOCH3
3-CF3 CF3 H CH=NOEt
3-CF3 CF2Cl H CH=NOCH3
3-CF3 CF2Cl H CH=NOEt
3-SF5 CF3 H CH=NOCH3
3-SF5 CF3 H CH=NOEt
3-SF5 CF2Cl H CH=NOCH3
3-SF5 CF2Cl H CH=NOEt
3,5-F2 CF3 H CH=NOCH3
3,5-F2 CF3 H CH=NOEt
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-Cl-4-F CF2Cl H CH=NOCH3
3-Cl-4-F CF2Cl H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 CH2OCH3 CH=NOCH3
3-F-5-Cl CF3 CH2OEt CH=NOCH3
3-F-5-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3-F-5-Cl CF3 CH2OC(O)Et CH=NOCH3
3-F-5-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3-F-5-Cl CF3 CH2CN CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3-F-5-Cl CF2Cl H CH=NOCH3
3-F-5-Cl CF2Cl H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2 CF3 CH2OEt CH=NOCH3
3,4-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2 CF3 CH2CN CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,4-Cl2 CF2Cl H CH=NOCH3
3,4-Cl2 CF2Cl H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH3 CH=NOCH3
3,5-Cl2 CF3 Et CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH2CF3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH2CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Pr-n CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Pr-i CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Pr-c CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Bu-n CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Bu-i CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Bu-s CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Bu-t CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH2Ph CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Ph CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OEt CH=NOCH3
3,5-Cl2 CF3 CH2SCH3 CH=NOCH3
3,5-Cl2 CF3 CH2SO2CH3 CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 CH2C(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2CH=CH2 CH=NOCH3
3,5-Cl2 CF3 CH2C≡CH CH=NOCH3
3,5-Cl2 CF3 CH2Ph CH=NOCH3
3,5-Cl2 CF3 C(O)CH3 CH=NOCH3
3,5-Cl2 CF3 C(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 C(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 C(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 C(O)OEt CH=NOCH3
3,5-Cl2 CF3 C(O)OPr-n CH=NOCH3
3,5-Cl2 CF3 C(O)OPr-i CH=NOCH3
3,5-Cl2 CF3 C(O)OPr-c CH=NOCH3
3,5-Cl2 CF3 C(O)OBu-i CH=NOCH3
3,5-Cl2 CF3 C(O)SCH3 CH=NOCH3
3,5-Cl2 CF3 C(S)OCH3 CH=NOCH3
3,5-Cl2 CF3 C(S)SCH3 CH=NOCH3
3,5-Cl2 CF3 SCCl3 CH=NOCH3
3,5-Cl2 CF3 SN(Bu-n)2 CH=NOCH3
3,5-Cl2 CF3 S(T-18) CH=NOCH3
3,5-Cl2 CF3 SN(Pr-i)CH2CH2C(O)OEt CH=NOCH3
3,5-Cl2 CF3 SN(CH2Ph)CH2CH2C(O)OEt CH=NOCH3
3,5-Cl2 CF3 SN(CH3)C(O)OBu-n CH=NOCH3
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH3 CH=NOEt
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OCH2CF3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Pr-n CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Pr-i CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Pr-c CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Bu-n CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Bu-i CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Bu-s CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Bu-t CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OEt CH=NOEt
3,5-Cl2 CF3 CH2SCH3 CH=NOEt
3,5-Cl2 CF3 CH2SO2CH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 CH2C≡CH CH=NOEt
3,5-Cl2 CF3 C(O)CH3 CH=NOEt
3,5-Cl2 CF3 C(O)OCH3 CH=NOEt
3,5-Cl2 CF3 C(O)OEt CH=NOEt
3,5-Cl2 CF3 C(O)SCH3 CH=NOEt
3,5-Cl2 CF3 C(S)OCH3 CH=NOEt
3,5-Cl2 CF3 C(S)SCH3 CH=NOEt
3,5-Cl2 CF3 SCCl3 CH=NOEt
3,5-Cl2 CF3 SN(Bu-n)2 CH=NOEt
3,5-Cl2 CF3 S(T-18) CH=NOEt
3,5-Cl2 CF3 SN(Pr-i)CH2CH2C(O)OEt CH=NOEt
3,5-Cl2 CF3 SN(CH2Ph)CH2CH2C(O)OEt CH=NOEt
3,5-Cl2 CF3 SN(CH3)C(O)OBu-n CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 CH2OCH3 CH=NOPr-n
3,5-Cl2 CF3 CH2OEt CH=NOPr-n
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOPr-n
3,5-Cl2 CF3 CH2OC(O)Et CH=NOPr-n
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOPr-n
3,5-Cl2 CF3 CH2CN CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOPr-c
3,5-Cl2 CF3 H CH=NOBu-n
3,5-Cl2 CF3 H CH=NOBu-i
3,5-Cl2 CF3 H CH=NOCH2Pr-c
3,5-Cl2 CF3 H CH=NOBu-s(R)
3,5-Cl2 CF3 H CH=NOBu-s(S)
3,5-Cl2 CF3 H CH=NOBu-c
3,5-Cl2 CF3 H CH=NOBu-t
3,5-Cl2 CF3 H CH=NOCH2F
3,5-Cl2 CF3 H CH=NOCHF2
3,5-Cl2 CF3 H CH=NOCH2CH2F
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH2CF3
3,5-Cl2 CF3 CH2OEt CH=NOCH2CF3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH2CF3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH2CF3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH2CF3
3,5-Cl2 CF3 CH2CN CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH=CH2
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2OCH3 CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2OEt CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2CN CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2OCH3 CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2OEt CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2CN CH=NOCH2C≡CH
3,5-Cl2 CF3 H CH=NOCH2C≡CCl
3,5-Cl2 CF3 H CH=NOCH2C≡CBr
3,5-Cl2 CF3 H CH=NOCH2C≡CI
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl CH2OCH3 CH=NOCH3
3,5-Cl2 CF2Cl CH2OEt CH=NOCH3
3,5-Cl2 CF2Cl CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF2Cl CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF2Cl CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF2Cl CH2CN CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3,5-Cl2 CF2Br H CH=NOCH3
3,5-Cl2 CF2Br H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 CH2OCH3 CH=NOCH3
3-Br-4-F CF3 CH2OEt CH=NOCH3
3-Br-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-4-F CF3 CH2OC(O)Et CH=NOCH3
3-Br-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-4-F CF3 CH2CN CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-Br-4-F CF2Cl H CH=NOCH3
3-Br-4-F CF2Cl H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-F-5-Br CF2Cl H CH=NOCH3
3-F-5-Br CF2Cl H CH=NOEt
3-Br-4-Cl CF3 H CH=NOCH3
3-Br-4-Cl CF3 H CH=NOEt
3-Cl-4-Br CF3 H CH=NOCH3
3-Cl-4-Br CF3 H CH=NOEt
3-Cl-5-Br CHF2 H CH=NOCH3
3-Cl-5-Br CHF2 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,4-Br2 CF3 H CH=NOCH3
3,4-Br2 CF3 H CH=NOEt
3,5-Br2 CHF2 H CH=NOCH3
3,5-Br2 CHF2 H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-I-4-F CF3 H CH=NOCH3
3-I-4-F CF3 H CH=NOEt
3-F-5-I CF3 H CH=NOCH3
3-F-5-I CF3 H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 CH2OCH3 CH=NOCH3
3-Cl-5-I CF3 CH2OEt CH=NOCH3
3-Cl-5-I CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-I CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-I CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-I CF3 CH2CN CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-Cl-5-CH3 CF3 H CH=NOCH3
3-Cl-5-CH3 CF3 H CH=NOEt
3-Br-5-CH3 CF3 H CH=NOCH3
3-Br-5-CH3 CF3 H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-CF3-4-F CF2Cl H CH=NOCH3
3-CF3-4-F CF2Cl H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-F-5-CF3 CF2Cl H CH=NOCH3
3-F-5-CF3 CF2Cl H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-CF3-4-Cl CF2Cl H CH=NOCH3
3-CF3-4-Cl CF2Cl H CH=NOEt
3-Cl-5-CF3 CHF2 H CH=NOCH3
3-Cl-5-CF3 CHF2 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CHF2 H CH=NOCH3
3-Br-5-CF3 CHF2 H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3-CH3-5-CF3 CF3 H CH=NOCH3
3-CH3-5-CF3 CF3 H CH=NOEt
3,5-(CF3)2 CHF2 H CH=NOCH3
3,5-(CF3)2 CHF2 H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCH3 CF3 H CH=NOCH3
3-Cl-5-OCH3 CF3 H CH=NOEt
3-Br-5-OCH3 CF3 H CH=NOCH3
3-Br-5-OCH3 CF3 H CH=NOEt
3-CF3-5-OCH3 CF3 H CH=NOCH3
3-CF3-5-OCH3 CF3 H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-NO2 CF3 H CH=NOCH3
3-CF3-5-NO2 CF3 H CH=NOEt
3-Cl-5-CN CF3 H CH=NOCH3
3-Cl-5-CN CF3 H CH=NOEt
3-Br-5-CN CF3 H CH=NOCH3
3-Br-5-CN CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CHF2 H CH=NOCH3
3,5-Cl2-4-F CHF2 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CHF2 H CH=NOCH3
3,4,5-Cl3 CHF2 H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CHF2 H CH=NOCH3
3,5-Br2-4-F CHF2 H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CHF2 H CH=NOCH3
3,4-F2-5-CF3 CHF2 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CHF2 H CH=NOCH3
3-Cl-4-F-5-CF3 CHF2 H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CHF2 H CH=NOCH3
3,4-Cl2-5-CF3 CHF2 H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CHF2 H CH=NOCH3
3,5-(CF3)2-4-Cl CHF2 H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                 R3         R2                        R1 
---------------------------
3-CF3                CF3        H CH = NOCH3
3-CF3                CF3        H CH = NOEt
3-CF3                CF2Cl H CH = NOCH3
3-CF3                CF2Cl H CH = NOEt
3-SFFive                CF3        H CH = NOCH3
3-SFFive                CF3        H CH = NOEt
3-SFFive                CF2Cl H CH = NOCH3
3-SFFive                CF2Cl H CH = NOEt
3,5-F2               CF3        H CH = NOCH3
3,5-F2               CF3        H CH = NOEt
3-Cl-4-F CF3        H CH = NOCH3
3-Cl-4-F CF3        H CH = NOEt
3-Cl-4-F CF2Cl H CH = NOCH3
3-Cl-4-F CF2Cl H CH = NOEt
3-F-5-Cl CF3        H CH = NOCH3
3-F-5-Cl CF3        CH2OCH3                 CH = NOCH3
3-F-5-Cl CF3        CH2OEt      CH = NOCH3
3-F-5-Cl CF3        CH2OC (O) CH3              CH = NOCH3
3-F-5-Cl CF3        CH2OC (O) Et   CH = NOCH3
3-F-5-Cl CF3        CH2OC (O) OCH3           CH = NOCH3
3-F-5-Cl CF3        CH2CN CH = NOCH3
3-F-5-Cl CF3        H  CH = NOEt
3-F-5-Cl CF2Cl H CH = NOCH3
3-F-5-Cl CF2Cl H CH = NOEt
3,4-Cl2              CF3        H CH = NOCH3
3,4-Cl2              CF3        CH2OCH3                CH = NOCH3
3,4-Cl2              CF3        CH2OEt CH = NOCH3
3,4-Cl2              CF3        CH2OC (O) CH3              CH = NOCH3
3,4-Cl2              CF3        CH2OC (O) Et CH = NOCH3
3,4-Cl2              CF3        CH2OC (O) OCH3              CH = NOCH3
3,4-Cl2              CF3        CH2CN CH = NOCH3
3,4-Cl2              CF3        H  CH = NOEt
3,4-Cl2              CF2Cl H  CH = NOCH3
3,4-Cl2              CF2Cl H  CH = NOEt
3,5-Cl2              CHF2       H  CH = NOCH3
3,5-Cl2              CHF2       H  CH = NOEt
3,5-Cl2              CF3        H  CH = NOH
3,5-Cl2              CF3        H  CH = NOCH3
3,5-Cl2              CF3        H  CH = NOCH3(E)
3,5-Cl2              CF3        H  CH = NOCH3(Z)
3,5-Cl2              CF3        CH3                       CH = NOCH3
3,5-Cl2              CF3        Et  CH = NOCH3
3,5-Cl2              CF3        CH2OCH3                   CH = NOCH3
3,5-Cl2              CF3        CH2OCH3                   CH = NOCH3(E)
3,5-Cl2              CF3        CH2OCH3                   CH = NOCH3(Z)
3,5-Cl2              CF3        CH2OEt CH = NOCH3
3,5-Cl2              CF3        CH2OEt CH = NOCH3(E)
3,5-Cl2              CF3        CH2OEt CH = NOCH3(Z)
3,5-Cl2              CF3        CH2OCH2CF3                 CH = NOCH3
3,5-Cl2              CF3        CH2OCH2CH2OCH3             CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) CH3               CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) CH3               CH = NOCH3(E)
3,5-Cl2              CF3        CH2OC (O) CH3               CH = NOCH3(Z)
3,5-Cl2              CF3        CH2OC (O) Et   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Et  CH = NOCH3(E)
3,5-Cl2              CF3        CH2OC (O) Et  CH = NOCH3(Z)
3,5-Cl2              CF3        CH2OC (O) Pr-n  CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Pr-i  CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Pr-c  CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Bu-n   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Bu-i   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Bu-s   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Bu-t   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) CH2Ph   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Ph    CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) OCH3              CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) OCH3              CH = NOCH3(E)
3,5-Cl2              CF3        CH2OC (O) OCH3              CH = NOCH3(Z)
3,5-Cl2              CF3        CH2OC (O) OEt   CH = NOCH3
3,5-Cl2              CF3        CH2SCH3                   CH = NOCH3
3,5-Cl2              CF3        CH2SO2CH3              CH = NOCH3
3,5-Cl2              CF3        CH2CN    CH = NOCH3
3,5-Cl2              CF3        CH2CN     CH = NOCH3(E)
3,5-Cl2              CF3        CH2CN     CH = NOCH3(Z)
3,5-Cl2              CF3        CH2C (O) OCH3               CH = NOCH3
3,5-Cl2              CF3        CH2CH = CH2                 CH = NOCH3
3,5-Cl2              CF3        CH2C≡CH   CH = NOCH3
3,5-Cl2              CF3        CH2Ph   CH = NOCH3
3,5-Cl2              CF3        C (O) CH3                   CH = NOCH3
3,5-Cl2              CF3        C (O) OCH3                  CH = NOCH3
3,5-Cl2              CF3        C (O) OCH3                  CH = NOCH3(E)
3,5-Cl2              CF3        C (O) OCH3                  CH = NOCH3(Z)
3,5-Cl2              CF3        C (O) OEt   CH = NOCH3
3,5-Cl2              CF3        C (O) OPr-n   CH = NOCH3
3,5-Cl2              CF3        C (O) OPr-i   CH = NOCH3
3,5-Cl2              CF3        C (O) OPr-c   CH = NOCH3
3,5-Cl2              CF3        C (O) OBu-i   CH = NOCH3
3,5-Cl2              CF3        C (O) SCH3                  CH = NOCH3
3,5-Cl2              CF3        C (S) OCH3                  CH = NOCH3
3,5-Cl2              CF3        C (S) SCH3                  CH = NOCH3
3,5-Cl2              CF3        SCCl3                     CH = NOCH3
3,5-Cl2              CF3        SN (Bu-n)2                 CH = NOCH3
3,5-Cl2              CF3        S (T-18)   CH = NOCH3
3,5-Cl2              CF3        SN (Pr-i) CH2CH2C (O) OEt CH = NOCH3
3,5-Cl2              CF3        SN (CH2Ph) CH2CH2C (O) OEt   CH = NOCH3
3,5-Cl2              CF3        SN (CH3) C (O) OBu-n    CH = NOCH3
3,5-Cl2              CF3        H   CH = NOEt
3,5-Cl2              CF3        H  CH = NOEt (E)
3,5-Cl2              CF3        H    CH = NOEt (Z)
3,5-Cl2              CF3        CH3                      CH = NOEt
3,5-Cl2              CF3        CH2OCH3                   CH = NOEt
3,5-Cl2              CF3        CH2OEt  CH = NOEt
3,5-Cl2              CF3        CH2OCH2CF3                 CH = NOEt
3,5-Cl2              CF3        CH2OC (O) CH3               CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Et   CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Pr-n   CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Pr-i     CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Pr-c    CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Bu-n    CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Bu-i   CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Bu-s   CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Bu-t     CH = NOEt
3,5-Cl2              CF3        CH2OC (O) OCH3              CH = NOEt
3,5-Cl2              CF3        CH2OC (O) OEt   CH = NOEt
3,5-Cl2              CF3        CH2SCH3                   CH = NOEt
3,5-Cl2              CF3        CH2SO2CH3              CH = NOEt
3,5-Cl2              CF3        CH2CN    CH = NOEt
3,5-Cl2              CF3        CH2C≡CH     CH = NOEt
3,5-Cl2              CF3        C (O) CH3                  CH = NOEt
3,5-Cl2              CF3        C (O) OCH3                 CH = NOEt
3,5-Cl2              CF3        C (O) OEt   CH = NOEt
3,5-Cl2              CF3        C (O) SCH3                 CH = NOEt
3,5-Cl2              CF3        C (S) OCH3                 CH = NOEt
3,5-Cl2              CF3        C (S) SCH3                 CH = NOEt
3,5-Cl2              CF3        SCCl3                    CH = NOEt
3,5-Cl2              CF3        SN (Bu-n)2                CH = NOEt
3,5-Cl2              CF3        S (T-18)    CH = NOEt
3,5-Cl2              CF3        SN (Pr-i) CH2CH2C (O) OEt  CH = NOEt
3,5-Cl2              CF3        SN (CH2Ph) CH2CH2C (O) OEt  CH = NOEt
3,5-Cl2              CF3        SN (CH3) C (O) OBu-n  CH = NOEt
3,5-Cl2              CF3        H  CH = NOPr-n
3,5-Cl2              CF3        CH2OCH3                   CH = NOPr-n
3,5-Cl2              CF3        CH2OEt    CH = NOPr-n
3,5-Cl2              CF3        CH2OC (O) CH3             CH = NOPr-n
3,5-Cl2              CF3        CH2OC (O) Et  CH = NOPr-n
3,5-Cl2              CF3        CH2OC (O) OCH3            CH = NOPr-n
3,5-Cl2              CF3        CH2CN   CH = NOPr-n
3,5-Cl2              CF3        H  CH = NOPr-i
3,5-Cl2              CF3        H   CH = NOPr-c
3,5-Cl2              CF3        H   CH = NOBu-n
3,5-Cl2              CF3        H   CH = NOBu-i
3,5-Cl2              CF3        H   CH = NOCH2Pr-c
3,5-Cl2              CF3        H   CH = NOBu-s (R)
3,5-Cl2              CF3        H   CH = NOBu-s (S)
3,5-Cl2              CF3        H   CH = NOBu-c
3,5-Cl2              CF3        H   CH = NOBu-t
3,5-Cl2              CF3        H   CH = NOCH2F
3,5-Cl2              CF3        H  CH = NOCHF2
3,5-Cl2              CF3        H   CH = NOCH2CH2F
3,5-Cl2              CF3        H   CH = NOCH2CH2Cl
3,5-Cl2              CF3        H   CH = NOCH2CHF2
3,5-Cl2              CF3        H  CH = NOCH2CF3
3,5-Cl2              CF3        CH2OCH3                   CH = NOCH2CF3
3,5-Cl2              CF3        CH2OEt  CH = NOCH2CF3
3,5-Cl2              CF3        CH2OC (O) CH3           CH = NOCH2CF3
3,5-Cl2              CF3        CH2OC (O) Et    CH = NOCH2CF3
3,5-Cl2              CF3        CH2OC (O) OCH3              CH = NOCH2CF3
3,5-Cl2              CF3        CH2CN   CH = NOCH2CF3
3,5-Cl2              CF3        H   CH = NOCH = CH2
3,5-Cl2              CF3        H   CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2OCH3                 CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2OEt   CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2OC (O) CH3                CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2OC (O) Et    CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2OC (O) OCH3               CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2CN    CH = NOCH2CH = CH2
3,5-Cl2              CF3        H     CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2OCH3                    CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2OEt   CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2OC (O) CH3                CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2OC (O) Et    CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2OC (O) OCH3               CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2CN    CH = NOCH2C≡CH
3,5-Cl2              CF3        H     CH = NOCH2C≡CCl
3,5-Cl2              CF3        H    CH = NOCH2C≡CBr
3,5-Cl2              CF3        H    CH = NOCH2C≡CI
3,5-Cl2              CF2Cl H    CH = NOCH3
3,5-Cl2              CF2Cl CH2OCH3                    CH = NOCH3
3,5-Cl2              CF2Cl CH2OEt    CH = NOCH3
3,5-Cl2              CF2Cl CH2OC (O) CH3               CH = NOCH3
3,5-Cl2              CF2Cl CH2OC (O) Et    CH = NOCH3
3,5-Cl2              CF2Cl CH2OC (O) OCH3              CH = NOCH3
3,5-Cl2              CF2Cl CH2CN    CH = NOCH3
3,5-Cl2              CF2Cl H    CH = NOEt
3,5-Cl2              CF2Br H    CH = NOCH3
3,5-Cl2              CF2Br H    CH = NOEt
3-Br-4-F CF3        H CH = NOCH3
3-Br-4-F CF3        CH2OCH3                   CH = NOCH3
3-Br-4-F CF3        CH2OEt    CH = NOCH3
3-Br-4-F CF3        CH2OC (O) CH3               CH = NOCH3
3-Br-4-F CF3        CH2OC (O) Et    CH = NOCH3
3-Br-4-F CF3        CH2OC (O) OCH3           CH = NOCH3
3-Br-4-F CF3        CH2CN   CH = NOCH3
3-Br-4-F CF3        H CH = NOEt
3-Br-4-F CF2Cl H CH = NOCH3
3-Br-4-F CF2Cl H CH = NOEt
3-F-5-Br CF3        H CH = NOCH3
3-F-5-Br CF3        H CH = NOEt
3-F-5-Br CF2Cl H CH = NOCH3
3-F-5-Br CF2Cl H CH = NOEt
3-Br-4-Cl CF3        H CH = NOCH3
3-Br-4-Cl CF3        H CH = NOEt
3-Cl-4-Br CF3        H CH = NOCH3
3-Cl-4-Br CF3        H CH = NOEt
3-Cl-5-Br CHF2       H CH = NOCH3
3-Cl-5-Br CHF2       H CH = NOEt
3-Cl-5-Br CF3        H CH = NOCH3
3-Cl-5-Br CF3        CH2OCH3                   CH = NOCH3
3-Cl-5-Br CF3        CH2OEt      CH = NOCH3
3-Cl-5-Br CF3        CH2OC (O) CH3               CH = NOCH3
3-Cl-5-Br CF3        CH2OC (O) Et     CH = NOCH3
3-Cl-5-Br CF3        CH2OC (O) OCH3              CH = NOCH3
3-Cl-5-Br CF3        CH2CN     CH = NOCH3
3-Cl-5-Br CF3        H CH = NOEt
3-Cl-5-Br CF2Cl H CH = NOCH3
3-Cl-5-Br CF2Cl H CH = NOEt
3,4-Br2              CF3        H CH = NOCH3
3,4-Br2              CF3        H CH = NOEt
3,5-Br2              CHF2       H CH = NOCH3
3,5-Br2              CHF2       H CH = NOEt
3,5-Br2              CF3        H CH = NOCH3
3,5-Br2              CF3        CH2OCH3                    CH = NOCH3
3,5-Br2              CF3        CH2OEt      CH = NOCH3
3,5-Br2              CF3        CH2OC (O) CH3                CH = NOCH3
3,5-Br2              CF3        CH2OC (O) Et    CH = NOCH3
3,5-Br2              CF3        CH2OC (O) OCH3            CH = NOCH3
3,5-Br2              CF3        CH2CN     CH = NOCH3
3,5-Br2              CF3        H    CH = NOEt
3,5-Br2              CF2Cl H    CH = NOCH3
3,5-Br2              CF2Cl H    CH = NOEt
3-I-4-F CF3        H    CH = NOCH3
3-I-4-F CF3        H    CH = NOEt
3-F-5-I CF3        H    CH = NOCH3
3-F-5-I CF3        H     CH = NOEt
3-Cl-5-I CF3        H     CH = NOCH3
3-Cl-5-I CF3        CH2OCH3                    CH = NOCH3
3-Cl-5-I CF3        CH2OEt   CH = NOCH3
3-Cl-5-I CF3        CH2OC (O) CH3                CH = NOCH3
3-Cl-5-I CF3        CH2OC (O) Et   CH = NOCH3
3-Cl-5-I CF3        CH2OC (O) OCH3               CH = NOCH3
3-Cl-5-I CF3        CH2CN   CH = NOCH3
3-Cl-5-I CF3        H   CH = NOEt
3-Cl-5-I CF2Cl H   CH = NOCH3
3-Cl-5-I CF2Cl H   CH = NOEt
3-Cl-5-CH3           CF3        H   CH = NOCH3
3-Cl-5-CH3           CF3        H   CH = NOEt
3-Br-5-CH3           CF3        H   CH = NOCH3
3-Br-5-CH3           CF3        H   CH = NOEt
3-CF3-4-F CF3        H   CH = NOCH3
3-CF3-4-F CF3        H   CH = NOEt
3-CF3-4-F CF2Cl H   CH = NOCH3
3-CF3-4-F CF2Cl H   CH = NOEt
3-F-5-CF3            CF3        H CH = NOCH3
3-F-5-CF3            CF3        H   CH = NOEt
3-F-5-CF3            CF2Cl H CH = NOCH3
3-F-5-CF3            CF2Cl H CH = NOEt
3-CF3-4-Cl CF3        H CH = NOCH3
3-CF3-4-Cl CF3        H CH = NOEt
3-CF3-4-Cl CF2Cl H CH = NOCH3
3-CF3-4-Cl CF2Cl H CH = NOEt
3-Cl-5-CF3           CHF2       H CH = NOCH3
3-Cl-5-CF3           CHF2       H CH = NOEt
3-Cl-5-CF3           CF3        H CH = NOCH3
3-Cl-5-CF3           CF3        CH2OCH3                   CH = NOCH3
3-Cl-5-CF3           CF3        CH2OEt   CH = NOCH3
3-Cl-5-CF3           CF3        CH2OC (O) CH3               CH = NOCH3
3-Cl-5-CF3           CF3        CH2OC (O) Et   CH = NOCH3
3-Cl-5-CF3           CF3        CH2OC (O) OCH3              CH = NOCH3
3-Cl-5-CF3           CF3        CH2CN   CH = NOCH3
3-Cl-5-CF3           CF3        H  CH = NOEt
3-Cl-5-CF3           CF2Cl H    CH = NOCH3
3-Cl-5-CF3           CF2Cl H    CH = NOEt
3-Br-5-CF3           CHF2       H    CH = NOCH3
3-Br-5-CF3           CHF2       H    CH = NOEt
3-Br-5-CF3           CF3        H    CH = NOCH3
3-Br-5-CF3           CF3        CH2OCH3                    CH = NOCH3
3-Br-5-CF3           CF3        CH2OEt   CH = NOCH3
3-Br-5-CF3           CF3        CH2OC (O) CH3                CH = NOCH3
3-Br-5-CF3           CF3        CH2OC (O) Et   CH = NOCH3
3-Br-5-CF3           CF3        CH2OC (O) OCH3               CH = NOCH3
3-Br-5-CF3           CF3        CH2CN  CH = NOCH3
3-Br-5-CF3           CF3        H CH = NOEt
3-Br-5-CF3           CF2Cl H CH = NOCH3
3-Br-5-CF3           CF2Cl H   CH = NOEt
3-CH3-5-CF3          CF3        H   CH = NOCH3
3-CH3-5-CF3          CF3        H CH = NOEt
3,5- (CF3)2           CHF2      H   CH = NOCH3
3,5- (CF3)2           CHF2      H CH = NOEt
3,5- (CF3)2           CF3        H  CH = NOCH3
3,5- (CF3)2           CF3        CH2OCH3                  CH = NOCH3
3,5- (CF3)2           CF3        CH2OEt CH = NOCH3
3,5- (CF3)2           CF3        CH2OC (O) CH3            CH = NOCH3
3,5- (CF3)2           CF3        CH2OC (O) Et  CH = NOCH3
3,5- (CF3)2           CF3        CH2OC (O) OCH3              CH = NOCH3
3,5- (CF3)2           CF3        CH2CN CH = NOCH3
3,5- (CF3)2           CF3        H  CH = NOEt
3,5- (CF3)2           CF2Cl H  CH = NOCH3
3,5- (CF3)2           CF2Cl H  CH = NOEt
3-Cl-5-OCH3          CF3        H  CH = NOCH3
3-Cl-5-OCH3          CF3        H  CH = NOEt
3-Br-5-OCH3          CF3        H   CH = NOCH3
3-Br-5-OCH3          CF3        H    CH = NOEt
3-CF3-5-OCH3         CF3        H  CH = NOCH3
3-CF3-5-OCH3         CF3        H  CH = NOEt
3-Cl-5-OCHF2        CF3        H   CH = NOCH3
3-Cl-5-OCHF2         CF3        H  CH = NOEt
3-Br-5-OCHF2         CF3        H CH = NOCH3
3-Br-5-OCHF2         CF3        H  CH = NOEt
3-CF3-5-OCHF2         CF3        H  CH = NOCH3
3-CF3-5-OCHF2         CF3        H  CH = NOEt
3-Cl-5-OCF3          CF3        H   CH = NOCH3
3-Cl-5-OCF3          CF3         H CH = NOEt
3-Br-5-OCF3          CF3         H CH = NOCH3
3-Br-5-OCF3          CF3         H CH = NOEt
3-CF3-5-OCF3          CF3        H   CH = NOCH3
3-CF3-5-OCF3          CF3        H  CH = NOEt
3-Cl-5-SCF3       CF3        H  CH = NOCH3
3-Cl-5-SCF3          CF3        H   CH = NOEt
3-Br-5-SCF3          CF3        H  CH = NOCH3
3-Br-5-SCF3          CF3        H  CH = NOEt
3-CF3-5- NO2           CF3        H  CH = NOCH3
3-CF3-5- NO2           CF3        H  CH = NOEt
3-Cl-5-CN  CF3         H CH = NOCH3
3-Cl-5-CN  CF3         H  CH = NOEt
3-Br-5-CN  CF3         H  CH = NOCH3
3-Br-5-CN  CF3         H CH = NOEt
3-CF3-5-CN CF3        H  CH = NOCH3
3-CF3-5-CN CF3        H  CH = NOEt
3,4,5-F3              CF3        H CH = NOCH3
3,4,5-F3              CF3        H CH = NOEt
3,5-Cl2-4-F CHF2       H CH = NOCH3
3,5-Cl2-4-F CHF2       H  CH = NOEt
3,5-Cl2-4-F CF3        H  CH = NOCH3
3,5-Cl2-4-F CF3        CH2OCH3              CH = NOCH3
3,5-Cl2-4-F CF3        CH2OEt CH = NOCH3
3,5-Cl2-4-F CF3        CH2OC (O) CH3          CH = NOCH3
3,5-Cl2-4-F CF3        CH2OC (O) Et CH = NOCH3
3,5-Cl2-4-F CF3        CH2OC (O) OCH3           CH = NOCH3
3,5-Cl2-4-F CF3        CH2CN CH = NOCH3
3,5-Cl2-4-F CF3        H  CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3             CHF2       H CH = NOCH3
3,4,5-Cl3             CHF2       H CH = NOEt
3,4,5-Cl3             CF3        H CH = NOCH3
3,4,5-Cl3             CF3        CH2OCH3                 CH = NOCH3
3,4,5-Cl3             CF3        CH2OEt CH = NOCH3
3,4,5-Cl3             CF3        CH2OC (O) CH3             CH = NOCH3
3,4,5-Cl3             CF3        CH2OC (O) Et CH = NOCH3
3,4,5-Cl3             CF3        CH2OC (O) OCH3            CH = NOCH3
3,4,5-Cl3             CF3        CH2CN CH = NOCH3
3,4,5-Cl3             CF3        H CH = NOEt
3,4,5-Cl3             CF2Cl H CH = NOCH3
3,4,5-Cl3             CF2Cl H CH = NOEt
3,5-Br2-4-F CHF2       H CH = NOCH3
3,5-Br2-4-F CHF2       H CH = NOEt
3,5-Br2-4-F CF3        H CH = NOCH3
3,5-Br2-4-F CF3        CH2OCH3                 CH = NOCH3
3,5-Br2-4-F CF3        CH2OEt CH = NOCH3
3,5-Br2-4-F CF3        CH2OC (O) CH3            CH = NOCH3
3,5-Br2-4-F CF3        CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3        CH2OC (O) OCH3            CH = NOCH3
3,5-Br2-4-F CF3        CH2CN CH = NOCH3
3,5-Br2-4-F CF3        H CH = NOEt
3,5-Br2-4-F CF2Cl H CH = NOCH3
3,5-Br2-4-F CF2Cl H CH = NOEt
3,4,5-Br3             CF3        H CH = NOCH3
3,4,5-Br3             CF3      H CH = NOEt
3,4-F2-5-CF3          CHF2   H CH = NOCH3
3,4-F2-5-CF3          CHF2       H CH = NOEt
3,4-F2-5-CF3          CF3        H CH = NOCH3
3,4-F2-5-CF3          CF3        CH2OCH3                CH = NOCH3
3,4-F2-5-CF3          CF3        CH2OEt  CH = NOCH3
3,4-F2-5-CF3          CF3        CH2OC (O) CH3            CH = NOCH3
3,4-F2-5-CF3          CF3        CH2OC (O) Et CH = NOCH3
3,4-F2-5-CF3          CF3        CH2OC (O) OCH3           CH = NOCH3
3,4-F2-5-CF3          CF3        CH2CN CH = NOCH3
3,4-F2-5-CF3          CF3        H CH = NOEt
3,4-F2-5-CF3          CF2Cl H CH = NOCH3
3,4-F2-5-CF3          CF2Cl H CH = NOEt
3-Cl-4-F-5-CF3       CHF2       H CH = NOCH3
3-Cl-4-F-5-CF3        CHF2      H CH = NOEt
3-Cl-4-F-5-CF3        CF3       H CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2OCH3                  CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2OEt  CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2OC (O) CH3              CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2OC (O) Et   CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2OC (O) OCH3            CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2CN   CH = NOCH3
3-Cl-4-F-5-CF3        CF3        H CH = NOEt
3-Cl-4-F-5-CF3        CF2Cl H CH = NOCH3
3-Cl-4-F-5-CF3        CF2Cl H CH = NOEt
3,4-Cl2-5-CF3          CHF2     H CH = NOCH3
3,4-Cl2-5-CF3         CHF2    H CH = NOEt
3,4-Cl2-5-CF3         CF3     H CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2OCH3                 CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2OEt  CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2OC (O) CH3           CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2OC (O) Et  CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2OC (O) OCH3          CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2CN  CH = NOCH3
3,4-Cl2-5-CF3         CF3       H  CH = NOEt
3,4-Cl2-5-CF3         CF2Cl H  CH = NOCH3
3,4-Cl2-5-CF3         CF2Cl H  CH = NOEt
3,5- (CF3)2-4-Cl  CHF2     H  CH = NOCH3
3,5- (CF3)2-4-Cl  CHF2     H  CH = NOEt
3,5- (CF3)2-4-Cl  CF3      H  CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2OCH3             CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2OC (O) CH3             CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2OC (O) OCH3            CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2CN CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        H CH = NOEt
3,5- (CF3)2-4-Cl  CF2Cl H     CH = NOCH3
3,5- (CF3)2-4-Cl  CF2Cl H    CH = NOEt
3,5-Cl2-4-OCHF2       CF3        H    CH = NOCH3
3,5-Cl2-4-OCHF2       CF3        H    CH = NOEt
3,5-Br2-4-OCHF2       CF3        H    CH = NOCH3
3,5-Br2-4-OCHF2       CF3        H    CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-CF3 CF3 H CH=NOCH3
3-CF3 CF3 H CH=NOEt
3-CF3 CF2Cl H CH=NOCH3
3-CF3 CF2Cl H CH=NOEt
3-SF5 CF3 H CH=NOCH3
3-SF5 CF3 H CH=NOEt
3-SF5 CF2Cl H CH=NOCH3
3-SF5 CF2Cl H CH=NOEt
3,5-F2 CF3 H CH=NOCH3
3,5-F2 CF3 H CH=NOEt
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-Cl-4-F CF2Cl H CH=NOCH3
3-Cl-4-F CF2Cl H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 CH2OCH3 CH=NOCH3
3-F-5-Cl CF3 CH2OEt CH=NOCH3
3-F-5-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3-F-5-Cl CF3 CH2OC(O)Et CH=NOCH3
3-F-5-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3-F-5-Cl CF3 CH2CN CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3-F-5-Cl CF2Cl H CH=NOCH3
3-F-5-Cl CF2Cl H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2 CF3 CH2OEt CH=NOCH3
3,4-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2 CF3 CH2CN CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,4-Cl2 CF2Cl H CH=NOCH3
3,4-Cl2 CF2Cl H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH3 CH=NOCH3
3,5-Cl2 CF3 Et CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH2CF3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH2CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Pr-n CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Pr-i CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Pr-c CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Bu-n CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Bu-i CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Bu-s CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Bu-t CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH2Ph CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Ph CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OEt CH=NOCH3
3,5-Cl2 CF3 CH2SCH3 CH=NOCH3
3,5-Cl2 CF3 CH2SO2CH3 CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 CH2C(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2CH=CH2 CH=NOCH3
3,5-Cl2 CF3 CH2C≡CH CH=NOCH3
3,5-Cl2 CF3 CH2Ph CH=NOCH3
3,5-Cl2 CF3 C(O)CH3 CH=NOCH3
3,5-Cl2 CF3 C(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 C(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 C(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 C(O)OEt CH=NOCH3
3,5-Cl2 CF3 C(O)OPr-n CH=NOCH3
3,5-Cl2 CF3 C(O)OPr-i CH=NOCH3
3,5-Cl2 CF3 C(O)OPr-c CH=NOCH3
3,5-Cl2 CF3 C(O)OBu-i CH=NOCH3
3,5-Cl2 CF3 C(O)SCH3 CH=NOCH3
3,5-Cl2 CF3 C(S)OCH3 CH=NOCH3
3,5-Cl2 CF3 C(S)SCH3 CH=NOCH3
3,5-Cl2 CF3 SCCl3 CH=NOCH3
3,5-Cl2 CF3 SN(Bu-n)2 CH=NOCH3
3,5-Cl2 CF3 S(T-18) CH=NOCH3
3,5-Cl2 CF3 SN(Pr-i)CH2CH2C(O)OEt CH=NOCH3
3,5-Cl2 CF3 SN(CH2Ph)CH2CH2C(O)OEt CH=NOCH3
3,5-Cl2 CF3 SN(CH3)C(O)OBu-n CH=NOCH3
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH3 CH=NOEt
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OCH2CF3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Pr-n CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Pr-i CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Pr-c CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Bu-n CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Bu-i CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Bu-s CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Bu-t CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OEt CH=NOEt
3,5-Cl2 CF3 CH2SCH3 CH=NOEt
3,5-Cl2 CF3 CH2SO2CH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 CH2C≡CH CH=NOEt
3,5-Cl2 CF3 C(O)CH3 CH=NOEt
3,5-Cl2 CF3 C(O)OCH3 CH=NOEt
3,5-Cl2 CF3 C(O)OEt CH=NOEt
3,5-Cl2 CF3 C(O)SCH3 CH=NOEt
3,5-Cl2 CF3 C(S)OCH3 CH=NOEt
3,5-Cl2 CF3 C(S)SCH3 CH=NOEt
3,5-Cl2 CF3 SCCl3 CH=NOEt
3,5-Cl2 CF3 SN(Bu-n)2 CH=NOEt
3,5-Cl2 CF3 S(T-18) CH=NOEt
3,5-Cl2 CF3 SN(Pr-i)CH2CH2C(O)OEt CH=NOEt
3,5-Cl2 CF3 SN(CH2Ph)CH2CH2C(O)OEt CH=NOEt
3,5-Cl2 CF3 SN(CH3)C(O)OBu-n CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 CH2OCH3 CH=NOPr-n
3,5-Cl2 CF3 CH2OEt CH=NOPr-n
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOPr-n
3,5-Cl2 CF3 CH2OC(O)Et CH=NOPr-n
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOPr-n
3,5-Cl2 CF3 CH2CN CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOPr-c
3,5-Cl2 CF3 H CH=NOBu-n
3,5-Cl2 CF3 H CH=NOBu-i
3,5-Cl2 CF3 H CH=NOCH2Pr-c
3,5-Cl2 CF3 H CH=NOBu-s(R)
3,5-Cl2 CF3 H CH=NOBu-s(S)
3,5-Cl2 CF3 H CH=NOBu-c
3,5-Cl2 CF3 H CH=NOBu-t
3,5-Cl2 CF3 H CH=NOCH2F
3,5-Cl2 CF3 H CH=NOCHF2
3,5-Cl2 CF3 H CH=NOCH2CH2F
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH2CF3
3,5-Cl2 CF3 CH2OEt CH=NOCH2CF3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH2CF3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH2CF3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH2CF3
3,5-Cl2 CF3 CH2CN CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH=CH2
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2OCH3 CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2OEt CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH2CH=CH2
3,5-Cl2 CF3 CH2CN CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2OCH3 CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2OEt CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH2C≡CH
3,5-Cl2 CF3 CH2CN CH=NOCH2C≡CH
3,5-Cl2 CF3 H CH=NOCH2C≡CCl
3,5-Cl2 CF3 H CH=NOCH2C≡CBr
3,5-Cl2 CF3 H CH=NOCH2C≡CI
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl CH2OCH3 CH=NOCH3
3,5-Cl2 CF2Cl CH2OEt CH=NOCH3
3,5-Cl2 CF2Cl CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF2Cl CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF2Cl CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF2Cl CH2CN CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3,5-Cl2 CF2Br H CH=NOCH3
3,5-Cl2 CF2Br H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 CH2OCH3 CH=NOCH3
3-Br-4-F CF3 CH2OEt CH=NOCH3
3-Br-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-4-F CF3 CH2OC(O)Et CH=NOCH3
3-Br-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-4-F CF3 CH2CN CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-Br-4-F CF2Cl H CH=NOCH3
3-Br-4-F CF2Cl H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-F-5-Br CF2Cl H CH=NOCH3
3-F-5-Br CF2Cl H CH=NOEt
3-Br-4-Cl CF3 H CH=NOCH3
3-Br-4-Cl CF3 H CH=NOEt
3-Cl-4-Br CF3 H CH=NOCH3
3-Cl-4-Br CF3 H CH=NOEt
3-Cl-5-Br CHF2 H CH=NOCH3
3-Cl-5-Br CHF2 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,4-Br2 CF3 H CH=NOCH3
3,4-Br2 CF3 H CH=NOEt
3,5-Br2 CHF2 H CH=NOCH3
3,5-Br2 CHF2 H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-I-4-F CF3 H CH=NOCH3
3-I-4-F CF3 H CH=NOEt
3-F-5-I CF3 H CH=NOCH3
3-F-5-I CF3 H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 CH2OCH3 CH=NOCH3
3-Cl-5-I CF3 CH2OEt CH=NOCH3
3-Cl-5-I CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-I CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-I CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-I CF3 CH2CN CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-Cl-5-CH3 CF3 H CH=NOCH3
3-Cl-5-CH3 CF3 H CH=NOEt
3-Br-5-CH3 CF3 H CH=NOCH3
3-Br-5-CH3 CF3 H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-CF3-4-F CF2Cl H CH=NOCH3
3-CF3-4-F CF2Cl H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-F-5-CF3 CF2Cl H CH=NOCH3
3-F-5-CF3 CF2Cl H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-CF3-4-Cl CF2Cl H CH=NOCH3
3-CF3-4-Cl CF2Cl H CH=NOEt
3-Cl-5-CF3 CHF2 H CH=NOCH3
3-Cl-5-CF3 CHF2 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CHF2 H CH=NOCH3
3-Br-5-CF3 CHF2 H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3-CH3-5-CF3 CF3 H CH=NOCH3
3-CH3-5-CF3 CF3 H CH=NOEt
3,5-(CF3)2 CHF2 H CH=NOCH3
3,5-(CF3)2 CHF2 H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCH3 CF3 H CH=NOCH3
3-Cl-5-OCH3 CF3 H CH=NOEt
3-Br-5-OCH3 CF3 H CH=NOCH3
3-Br-5-OCH3 CF3 H CH=NOEt
3-CF3-5-OCH3 CF3 H CH=NOCH3
3-CF3-5-OCH3 CF3 H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-NO2 CF3 H CH=NOCH3
3-CF3-5-NO2 CF3 H CH=NOEt
3-Cl-5-CN CF3 H CH=NOCH3
3-Cl-5-CN CF3 H CH=NOEt
3-Br-5-CN CF3 H CH=NOCH3
3-Br-5-CN CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CHF2 H CH=NOCH3
3,5-Cl2-4-F CHF2 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CHF2 H CH=NOCH3
3,4,5-Cl3 CHF2 H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CHF2 H CH=NOCH3
3,5-Br2-4-F CHF2 H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CHF2 H CH=NOCH3
3,4-F2-5-CF3 CHF2 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CHF2 H CH=NOCH3
3-Cl-4-F-5-CF3 CHF2 H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CHF2 H CH=NOCH3
3,4-Cl2-5-CF3 CHF2 H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CHF2 H CH=NOCH3
3,5-(CF3)2-4-Cl CHF2 H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                 R3         R2                        R1 
---------------------------
3-CF3                CF3        H CH = NOCH3
3-CF3                CF3        H CH = NOEt
3-CF3                CF2Cl H CH = NOCH3
3-CF3                CF2Cl H CH = NOEt
3-SFFive                CF3        H CH = NOCH3
3-SFFive                CF3        H CH = NOEt
3-SFFive                CF2Cl H CH = NOCH3
3-SFFive                CF2Cl H CH = NOEt
3,5-F2               CF3        H CH = NOCH3
3,5-F2               CF3        H CH = NOEt
3-Cl-4-F CF3        H CH = NOCH3
3-Cl-4-F CF3        H CH = NOEt
3-Cl-4-F CF2Cl H CH = NOCH3
3-Cl-4-F CF2Cl H CH = NOEt
3-F-5-Cl CF3        H CH = NOCH3
3-F-5-Cl CF3        CH2OCH3                 CH = NOCH3
3-F-5-Cl CF3        CH2OEt      CH = NOCH3
3-F-5-Cl CF3        CH2OC (O) CH3              CH = NOCH3
3-F-5-Cl CF3        CH2OC (O) Et   CH = NOCH3
3-F-5-Cl CF3        CH2OC (O) OCH3           CH = NOCH3
3-F-5-Cl CF3        CH2CN CH = NOCH3
3-F-5-Cl CF3        H  CH = NOEt
3-F-5-Cl CF2Cl H CH = NOCH3
3-F-5-Cl CF2Cl H CH = NOEt
3,4-Cl2              CF3        H CH = NOCH3
3,4-Cl2              CF3        CH2OCH3                CH = NOCH3
3,4-Cl2              CF3        CH2OEt CH = NOCH3
3,4-Cl2              CF3        CH2OC (O) CH3              CH = NOCH3
3,4-Cl2              CF3        CH2OC (O) Et CH = NOCH3
3,4-Cl2              CF3        CH2OC (O) OCH3              CH = NOCH3
3,4-Cl2              CF3        CH2CN CH = NOCH3
3,4-Cl2              CF3        H  CH = NOEt
3,4-Cl2              CF2Cl H  CH = NOCH3
3,4-Cl2              CF2Cl H  CH = NOEt
3,5-Cl2              CHF2       H  CH = NOCH3
3,5-Cl2              CHF2       H  CH = NOEt
3,5-Cl2              CF3        H  CH = NOH
3,5-Cl2              CF3        H  CH = NOCH3
3,5-Cl2              CF3        H  CH = NOCH3(E)
3,5-Cl2              CF3        H  CH = NOCH3(Z)
3,5-Cl2              CF3        CH3                       CH = NOCH3
3,5-Cl2              CF3        Et  CH = NOCH3
3,5-Cl2              CF3        CH2OCH3                   CH = NOCH3
3,5-Cl2              CF3        CH2OCH3                   CH = NOCH3(E)
3,5-Cl2              CF3        CH2OCH3                   CH = NOCH3(Z)
3,5-Cl2              CF3        CH2OEt CH = NOCH3
3,5-Cl2              CF3        CH2OEt CH = NOCH3(E)
3,5-Cl2              CF3        CH2OEt CH = NOCH3(Z)
3,5-Cl2              CF3        CH2OCH2CF3                 CH = NOCH3
3,5-Cl2              CF3        CH2OCH2CH2OCH3             CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) CH3               CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) CH3               CH = NOCH3(E)
3,5-Cl2              CF3        CH2OC (O) CH3               CH = NOCH3(Z)
3,5-Cl2              CF3        CH2OC (O) Et   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Et  CH = NOCH3(E)
3,5-Cl2              CF3        CH2OC (O) Et  CH = NOCH3(Z)
3,5-Cl2              CF3        CH2OC (O) Pr-n  CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Pr-i  CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Pr-c  CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Bu-n   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Bu-i   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Bu-s   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Bu-t   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) CH2Ph   CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) Ph    CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) OCH3              CH = NOCH3
3,5-Cl2              CF3        CH2OC (O) OCH3              CH = NOCH3(E)
3,5-Cl2              CF3        CH2OC (O) OCH3              CH = NOCH3(Z)
3,5-Cl2              CF3        CH2OC (O) OEt   CH = NOCH3
3,5-Cl2              CF3        CH2SCH3                   CH = NOCH3
3,5-Cl2              CF3        CH2SO2CH3              CH = NOCH3
3,5-Cl2              CF3        CH2CN    CH = NOCH3
3,5-Cl2              CF3        CH2CN     CH = NOCH3(E)
3,5-Cl2              CF3        CH2CN     CH = NOCH3(Z)
3,5-Cl2              CF3        CH2C (O) OCH3               CH = NOCH3
3,5-Cl2              CF3        CH2CH = CH2                 CH = NOCH3
3,5-Cl2              CF3        CH2C≡CH   CH = NOCH3
3,5-Cl2              CF3        CH2Ph   CH = NOCH3
3,5-Cl2              CF3        C (O) CH3                   CH = NOCH3
3,5-Cl2              CF3        C (O) OCH3                  CH = NOCH3
3,5-Cl2              CF3        C (O) OCH3                  CH = NOCH3(E)
3,5-Cl2              CF3        C (O) OCH3                  CH = NOCH3(Z)
3,5-Cl2              CF3        C (O) OEt   CH = NOCH3
3,5-Cl2              CF3        C (O) OPr-n   CH = NOCH3
3,5-Cl2              CF3        C (O) OPr-i   CH = NOCH3
3,5-Cl2              CF3        C (O) OPr-c   CH = NOCH3
3,5-Cl2              CF3        C (O) OBu-i   CH = NOCH3
3,5-Cl2              CF3        C (O) SCH3                  CH = NOCH3
3,5-Cl2              CF3        C (S) OCH3                  CH = NOCH3
3,5-Cl2              CF3        C (S) SCH3                  CH = NOCH3
3,5-Cl2              CF3        SCCl3                     CH = NOCH3
3,5-Cl2              CF3        SN (Bu-n)2                 CH = NOCH3
3,5-Cl2              CF3        S (T-18)   CH = NOCH3
3,5-Cl2              CF3        SN (Pr-i) CH2CH2C (O) OEt CH = NOCH3
3,5-Cl2              CF3        SN (CH2Ph) CH2CH2C (O) OEt   CH = NOCH3
3,5-Cl2              CF3        SN (CH3) C (O) OBu-n    CH = NOCH3
3,5-Cl2              CF3        H   CH = NOEt
3,5-Cl2              CF3        H  CH = NOEt (E)
3,5-Cl2              CF3        H    CH = NOEt (Z)
3,5-Cl2              CF3        CH3                      CH = NOEt
3,5-Cl2              CF3        CH2OCH3                   CH = NOEt
3,5-Cl2              CF3        CH2OEt  CH = NOEt
3,5-Cl2              CF3        CH2OCH2CF3                 CH = NOEt
3,5-Cl2              CF3        CH2OC (O) CH3               CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Et   CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Pr-n   CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Pr-i     CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Pr-c    CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Bu-n    CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Bu-i   CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Bu-s   CH = NOEt
3,5-Cl2              CF3        CH2OC (O) Bu-t     CH = NOEt
3,5-Cl2              CF3        CH2OC (O) OCH3              CH = NOEt
3,5-Cl2              CF3        CH2OC (O) OEt   CH = NOEt
3,5-Cl2              CF3        CH2SCH3                   CH = NOEt
3,5-Cl2              CF3        CH2SO2CH3              CH = NOEt
3,5-Cl2              CF3        CH2CN    CH = NOEt
3,5-Cl2              CF3        CH2C≡CH     CH = NOEt
3,5-Cl2              CF3        C (O) CH3                  CH = NOEt
3,5-Cl2              CF3        C (O) OCH3                 CH = NOEt
3,5-Cl2              CF3        C (O) OEt   CH = NOEt
3,5-Cl2              CF3        C (O) SCH3                 CH = NOEt
3,5-Cl2              CF3        C (S) OCH3                 CH = NOEt
3,5-Cl2              CF3        C (S) SCH3                 CH = NOEt
3,5-Cl2              CF3        SCCl3                    CH = NOEt
3,5-Cl2              CF3        SN (Bu-n)2                CH = NOEt
3,5-Cl2              CF3        S (T-18)    CH = NOEt
3,5-Cl2              CF3        SN (Pr-i) CH2CH2C (O) OEt  CH = NOEt
3,5-Cl2              CF3        SN (CH2Ph) CH2CH2C (O) OEt  CH = NOEt
3,5-Cl2              CF3        SN (CH3) C (O) OBu-n  CH = NOEt
3,5-Cl2              CF3        H  CH = NOPr-n
3,5-Cl2              CF3        CH2OCH3                   CH = NOPr-n
3,5-Cl2              CF3        CH2OEt    CH = NOPr-n
3,5-Cl2              CF3        CH2OC (O) CH3             CH = NOPr-n
3,5-Cl2              CF3        CH2OC (O) Et  CH = NOPr-n
3,5-Cl2              CF3        CH2OC (O) OCH3            CH = NOPr-n
3,5-Cl2              CF3        CH2CN   CH = NOPr-n
3,5-Cl2              CF3        H  CH = NOPr-i
3,5-Cl2              CF3        H   CH = NOPr-c
3,5-Cl2              CF3        H   CH = NOBu-n
3,5-Cl2              CF3        H   CH = NOBu-i
3,5-Cl2              CF3        H   CH = NOCH2Pr-c
3,5-Cl2              CF3        H   CH = NOBu-s (R)
3,5-Cl2              CF3        H   CH = NOBu-s (S)
3,5-Cl2              CF3        H   CH = NOBu-c
3,5-Cl2              CF3        H   CH = NOBu-t
3,5-Cl2              CF3        H   CH = NOCH2F
3,5-Cl2              CF3        H  CH = NOCHF2
3,5-Cl2              CF3        H   CH = NOCH2CH2F
3,5-Cl2              CF3        H   CH = NOCH2CH2Cl
3,5-Cl2              CF3        H   CH = NOCH2CHF2
3,5-Cl2              CF3        H  CH = NOCH2CF3
3,5-Cl2              CF3        CH2OCH3                   CH = NOCH2CF3
3,5-Cl2              CF3        CH2OEt  CH = NOCH2CF3
3,5-Cl2              CF3        CH2OC (O) CH3           CH = NOCH2CF3
3,5-Cl2              CF3        CH2OC (O) Et    CH = NOCH2CF3
3,5-Cl2              CF3        CH2OC (O) OCH3              CH = NOCH2CF3
3,5-Cl2              CF3        CH2CN   CH = NOCH2CF3
3,5-Cl2              CF3        H   CH = NOCH = CH2
3,5-Cl2              CF3        H   CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2OCH3                 CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2OEt   CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2OC (O) CH3                CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2OC (O) Et    CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2OC (O) OCH3               CH = NOCH2CH = CH2
3,5-Cl2              CF3        CH2CN    CH = NOCH2CH = CH2
3,5-Cl2              CF3        H     CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2OCH3                    CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2OEt   CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2OC (O) CH3                CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2OC (O) Et    CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2OC (O) OCH3               CH = NOCH2C≡CH
3,5-Cl2              CF3        CH2CN    CH = NOCH2C≡CH
3,5-Cl2              CF3        H     CH = NOCH2C≡CCl
3,5-Cl2              CF3        H    CH = NOCH2C≡CBr
3,5-Cl2              CF3        H    CH = NOCH2C≡CI
3,5-Cl2              CF2Cl H    CH = NOCH3
3,5-Cl2              CF2Cl CH2OCH3                    CH = NOCH3
3,5-Cl2              CF2Cl CH2OEt    CH = NOCH3
3,5-Cl2              CF2Cl CH2OC (O) CH3               CH = NOCH3
3,5-Cl2              CF2Cl CH2OC (O) Et    CH = NOCH3
3,5-Cl2              CF2Cl CH2OC (O) OCH3              CH = NOCH3
3,5-Cl2              CF2Cl CH2CN    CH = NOCH3
3,5-Cl2              CF2Cl H    CH = NOEt
3,5-Cl2              CF2Br H    CH = NOCH3
3,5-Cl2              CF2Br H    CH = NOEt
3-Br-4-F CF3        H CH = NOCH3
3-Br-4-F CF3        CH2OCH3                   CH = NOCH3
3-Br-4-F CF3        CH2OEt    CH = NOCH3
3-Br-4-F CF3        CH2OC (O) CH3               CH = NOCH3
3-Br-4-F CF3        CH2OC (O) Et    CH = NOCH3
3-Br-4-F CF3        CH2OC (O) OCH3           CH = NOCH3
3-Br-4-F CF3        CH2CN   CH = NOCH3
3-Br-4-F CF3        H CH = NOEt
3-Br-4-F CF2Cl H CH = NOCH3
3-Br-4-F CF2Cl H CH = NOEt
3-F-5-Br CF3        H CH = NOCH3
3-F-5-Br CF3        H CH = NOEt
3-F-5-Br CF2Cl H CH = NOCH3
3-F-5-Br CF2Cl H CH = NOEt
3-Br-4-Cl CF3        H CH = NOCH3
3-Br-4-Cl CF3        H CH = NOEt
3-Cl-4-Br CF3        H CH = NOCH3
3-Cl-4-Br CF3        H CH = NOEt
3-Cl-5-Br CHF2       H CH = NOCH3
3-Cl-5-Br CHF2       H CH = NOEt
3-Cl-5-Br CF3        H CH = NOCH3
3-Cl-5-Br CF3        CH2OCH3                   CH = NOCH3
3-Cl-5-Br CF3        CH2OEt      CH = NOCH3
3-Cl-5-Br CF3        CH2OC (O) CH3               CH = NOCH3
3-Cl-5-Br CF3        CH2OC (O) Et     CH = NOCH3
3-Cl-5-Br CF3        CH2OC (O) OCH3              CH = NOCH3
3-Cl-5-Br CF3        CH2CN     CH = NOCH3
3-Cl-5-Br CF3        H CH = NOEt
3-Cl-5-Br CF2Cl H CH = NOCH3
3-Cl-5-Br CF2Cl H CH = NOEt
3,4-Br2              CF3        H CH = NOCH3
3,4-Br2              CF3        H CH = NOEt
3,5-Br2              CHF2       H CH = NOCH3
3,5-Br2              CHF2       H CH = NOEt
3,5-Br2              CF3        H CH = NOCH3
3,5-Br2              CF3        CH2OCH3                    CH = NOCH3
3,5-Br2              CF3        CH2OEt      CH = NOCH3
3,5-Br2              CF3        CH2OC (O) CH3                CH = NOCH3
3,5-Br2              CF3        CH2OC (O) Et    CH = NOCH3
3,5-Br2              CF3        CH2OC (O) OCH3            CH = NOCH3
3,5-Br2              CF3        CH2CN     CH = NOCH3
3,5-Br2              CF3        H    CH = NOEt
3,5-Br2              CF2Cl H    CH = NOCH3
3,5-Br2              CF2Cl H    CH = NOEt
3-I-4-F CF3        H    CH = NOCH3
3-I-4-F CF3        H    CH = NOEt
3-F-5-I CF3        H    CH = NOCH3
3-F-5-I CF3        H     CH = NOEt
3-Cl-5-I CF3        H     CH = NOCH3
3-Cl-5-I CF3        CH2OCH3                    CH = NOCH3
3-Cl-5-I CF3        CH2OEt   CH = NOCH3
3-Cl-5-I CF3        CH2OC (O) CH3                CH = NOCH3
3-Cl-5-I CF3        CH2OC (O) Et   CH = NOCH3
3-Cl-5-I CF3        CH2OC (O) OCH3               CH = NOCH3
3-Cl-5-I CF3        CH2CN   CH = NOCH3
3-Cl-5-I CF3        H   CH = NOEt
3-Cl-5-I CF2Cl H   CH = NOCH3
3-Cl-5-I CF2Cl H   CH = NOEt
3-Cl-5-CH3           CF3        H   CH = NOCH3
3-Cl-5-CH3           CF3        H   CH = NOEt
3-Br-5-CH3           CF3        H   CH = NOCH3
3-Br-5-CH3           CF3        H   CH = NOEt
3-CF3-4-F CF3        H   CH = NOCH3
3-CF3-4-F CF3        H   CH = NOEt
3-CF3-4-F CF2Cl H   CH = NOCH3
3-CF3-4-F CF2Cl H   CH = NOEt
3-F-5-CF3            CF3        H CH = NOCH3
3-F-5-CF3            CF3        H   CH = NOEt
3-F-5-CF3            CF2Cl H CH = NOCH3
3-F-5-CF3            CF2Cl H CH = NOEt
3-CF3-4-Cl CF3        H CH = NOCH3
3-CF3-4-Cl CF3        H CH = NOEt
3-CF3-4-Cl CF2Cl H CH = NOCH3
3-CF3-4-Cl CF2Cl H CH = NOEt
3-Cl-5-CF3           CHF2       H CH = NOCH3
3-Cl-5-CF3           CHF2       H CH = NOEt
3-Cl-5-CF3           CF3        H CH = NOCH3
3-Cl-5-CF3           CF3        CH2OCH3                   CH = NOCH3
3-Cl-5-CF3           CF3        CH2OEt   CH = NOCH3
3-Cl-5-CF3           CF3        CH2OC (O) CH3               CH = NOCH3
3-Cl-5-CF3           CF3        CH2OC (O) Et   CH = NOCH3
3-Cl-5-CF3           CF3        CH2OC (O) OCH3              CH = NOCH3
3-Cl-5-CF3           CF3        CH2CN   CH = NOCH3
3-Cl-5-CF3           CF3        H  CH = NOEt
3-Cl-5-CF3           CF2Cl H    CH = NOCH3
3-Cl-5-CF3           CF2Cl H    CH = NOEt
3-Br-5-CF3           CHF2       H    CH = NOCH3
3-Br-5-CF3           CHF2       H    CH = NOEt
3-Br-5-CF3           CF3        H    CH = NOCH3
3-Br-5-CF3           CF3        CH2OCH3                    CH = NOCH3
3-Br-5-CF3           CF3        CH2OEt   CH = NOCH3
3-Br-5-CF3           CF3        CH2OC (O) CH3                CH = NOCH3
3-Br-5-CF3           CF3        CH2OC (O) Et   CH = NOCH3
3-Br-5-CF3           CF3        CH2OC (O) OCH3               CH = NOCH3
3-Br-5-CF3           CF3        CH2CN  CH = NOCH3
3-Br-5-CF3           CF3        H CH = NOEt
3-Br-5-CF3           CF2Cl H CH = NOCH3
3-Br-5-CF3           CF2Cl H   CH = NOEt
3-CH3-5-CF3          CF3        H   CH = NOCH3
3-CH3-5-CF3          CF3        H CH = NOEt
3,5- (CF3)2           CHF2      H   CH = NOCH3
3,5- (CF3)2           CHF2      H CH = NOEt
3,5- (CF3)2           CF3        H  CH = NOCH3
3,5- (CF3)2           CF3        CH2OCH3                  CH = NOCH3
3,5- (CF3)2           CF3        CH2OEt CH = NOCH3
3,5- (CF3)2           CF3        CH2OC (O) CH3            CH = NOCH3
3,5- (CF3)2           CF3        CH2OC (O) Et  CH = NOCH3
3,5- (CF3)2           CF3        CH2OC (O) OCH3              CH = NOCH3
3,5- (CF3)2           CF3        CH2CN CH = NOCH3
3,5- (CF3)2           CF3        H  CH = NOEt
3,5- (CF3)2           CF2Cl H  CH = NOCH3
3,5- (CF3)2           CF2Cl H  CH = NOEt
3-Cl-5-OCH3          CF3        H  CH = NOCH3
3-Cl-5-OCH3          CF3        H  CH = NOEt
3-Br-5-OCH3          CF3        H   CH = NOCH3
3-Br-5-OCH3          CF3        H    CH = NOEt
3-CF3-5-OCH3         CF3        H  CH = NOCH3
3-CF3-5-OCH3         CF3        H  CH = NOEt
3-Cl-5-OCHF2        CF3        H   CH = NOCH3
3-Cl-5-OCHF2         CF3        H  CH = NOEt
3-Br-5-OCHF2         CF3        H CH = NOCH3
3-Br-5-OCHF2         CF3        H  CH = NOEt
3-CF3-5-OCHF2         CF3        H  CH = NOCH3
3-CF3-5-OCHF2         CF3        H  CH = NOEt
3-Cl-5-OCF3          CF3        H   CH = NOCH3
3-Cl-5-OCF3          CF3         H CH = NOEt
3-Br-5-OCF3          CF3         H CH = NOCH3
3-Br-5-OCF3          CF3         H CH = NOEt
3-CF3-5-OCF3          CF3        H   CH = NOCH3
3-CF3-5-OCF3          CF3        H  CH = NOEt
3-Cl-5-SCF3       CF3        H  CH = NOCH3
3-Cl-5-SCF3          CF3        H   CH = NOEt
3-Br-5-SCF3          CF3        H  CH = NOCH3
3-Br-5-SCF3          CF3        H  CH = NOEt
3-CF3-5- NO2           CF3        H  CH = NOCH3
3-CF3-5- NO2           CF3        H  CH = NOEt
3-Cl-5-CN  CF3         H CH = NOCH3
3-Cl-5-CN  CF3         H  CH = NOEt
3-Br-5-CN  CF3         H  CH = NOCH3
3-Br-5-CN  CF3         H CH = NOEt
3-CF3-5-CN CF3        H  CH = NOCH3
3-CF3-5-CN CF3        H  CH = NOEt
3,4,5-F3              CF3        H CH = NOCH3
3,4,5-F3              CF3        H CH = NOEt
3,5-Cl2-4-F CHF2       H CH = NOCH3
3,5-Cl2-4-F CHF2       H  CH = NOEt
3,5-Cl2-4-F CF3        H  CH = NOCH3
3,5-Cl2-4-F CF3        CH2OCH3              CH = NOCH3
3,5-Cl2-4-F CF3        CH2OEt CH = NOCH3
3,5-Cl2-4-F CF3        CH2OC (O) CH3          CH = NOCH3
3,5-Cl2-4-F CF3        CH2OC (O) Et CH = NOCH3
3,5-Cl2-4-F CF3        CH2OC (O) OCH3           CH = NOCH3
3,5-Cl2-4-F CF3        CH2CN CH = NOCH3
3,5-Cl2-4-F CF3        H  CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3             CHF2       H CH = NOCH3
3,4,5-Cl3             CHF2       H CH = NOEt
3,4,5-Cl3             CF3        H CH = NOCH3
3,4,5-Cl3             CF3        CH2OCH3                 CH = NOCH3
3,4,5-Cl3             CF3        CH2OEt CH = NOCH3
3,4,5-Cl3             CF3        CH2OC (O) CH3             CH = NOCH3
3,4,5-Cl3             CF3        CH2OC (O) Et CH = NOCH3
3,4,5-Cl3             CF3        CH2OC (O) OCH3            CH = NOCH3
3,4,5-Cl3             CF3        CH2CN CH = NOCH3
3,4,5-Cl3             CF3        H CH = NOEt
3,4,5-Cl3             CF2Cl H CH = NOCH3
3,4,5-Cl3             CF2Cl H CH = NOEt
3,5-Br2-4-F CHF2       H CH = NOCH3
3,5-Br2-4-F CHF2       H CH = NOEt
3,5-Br2-4-F CF3        H CH = NOCH3
3,5-Br2-4-F CF3        CH2OCH3                 CH = NOCH3
3,5-Br2-4-F CF3        CH2OEt CH = NOCH3
3,5-Br2-4-F CF3        CH2OC (O) CH3            CH = NOCH3
3,5-Br2-4-F CF3        CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3        CH2OC (O) OCH3            CH = NOCH3
3,5-Br2-4-F CF3        CH2CN CH = NOCH3
3,5-Br2-4-F CF3        H CH = NOEt
3,5-Br2-4-F CF2Cl H CH = NOCH3
3,5-Br2-4-F CF2Cl H CH = NOEt
3,4,5-Br3             CF3        H CH = NOCH3
3,4,5-Br3             CF3      H CH = NOEt
3,4-F2-5-CF3          CHF2   H CH = NOCH3
3,4-F2-5-CF3          CHF2       H CH = NOEt
3,4-F2-5-CF3          CF3        H CH = NOCH3
3,4-F2-5-CF3          CF3        CH2OCH3                CH = NOCH3
3,4-F2-5-CF3          CF3        CH2OEt  CH = NOCH3
3,4-F2-5-CF3          CF3        CH2OC (O) CH3            CH = NOCH3
3,4-F2-5-CF3          CF3        CH2OC (O) Et CH = NOCH3
3,4-F2-5-CF3          CF3        CH2OC (O) OCH3           CH = NOCH3
3,4-F2-5-CF3          CF3        CH2CN CH = NOCH3
3,4-F2-5-CF3          CF3        H CH = NOEt
3,4-F2-5-CF3          CF2Cl H CH = NOCH3
3,4-F2-5-CF3          CF2Cl H CH = NOEt
3-Cl-4-F-5-CF3       CHF2       H CH = NOCH3
3-Cl-4-F-5-CF3        CHF2      H CH = NOEt
3-Cl-4-F-5-CF3        CF3       H CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2OCH3                  CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2OEt  CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2OC (O) CH3              CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2OC (O) Et   CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2OC (O) OCH3            CH = NOCH3
3-Cl-4-F-5-CF3        CF3        CH2CN   CH = NOCH3
3-Cl-4-F-5-CF3        CF3        H CH = NOEt
3-Cl-4-F-5-CF3        CF2Cl H CH = NOCH3
3-Cl-4-F-5-CF3        CF2Cl H CH = NOEt
3,4-Cl2-5-CF3          CHF2     H CH = NOCH3
3,4-Cl2-5-CF3         CHF2    H CH = NOEt
3,4-Cl2-5-CF3         CF3     H CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2OCH3                 CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2OEt  CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2OC (O) CH3           CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2OC (O) Et  CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2OC (O) OCH3          CH = NOCH3
3,4-Cl2-5-CF3         CF3        CH2CN  CH = NOCH3
3,4-Cl2-5-CF3         CF3       H  CH = NOEt
3,4-Cl2-5-CF3         CF2Cl H  CH = NOCH3
3,4-Cl2-5-CF3         CF2Cl H  CH = NOEt
3,5- (CF3)2-4-Cl  CHF2     H  CH = NOCH3
3,5- (CF3)2-4-Cl  CHF2     H  CH = NOEt
3,5- (CF3)2-4-Cl  CF3      H  CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2OCH3             CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2OC (O) CH3             CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2OC (O) OCH3            CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        CH2CN CH = NOCH3
3,5- (CF3)2-4-Cl  CF3        H CH = NOEt
3,5- (CF3)2-4-Cl  CF2Cl H     CH = NOCH3
3,5- (CF3)2-4-Cl  CF2Cl H    CH = NOEt
3,5-Cl2-4-OCHF2       CF3        H    CH = NOCH3
3,5-Cl2-4-OCHF2       CF3        H    CH = NOEt
3,5-Br2-4-OCHF2       CF3        H    CH = NOCH3
3,5-Br2-4-OCHF2       CF3        H    CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X)m                       R3            R2                R1 
---------------------------
3-Cl-4-F CF3           H CH = NOCH3
3-Cl-4-F CF3           H CH = NOEt
3-F-5-Cl CF3           H CH = NOCH3
3-F-5-Cl CF3           H CH = NOEt
3,4-Cl2                    CF3           H CH = NOCH3
3,4-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CHF2          H CH = NOCH3
3,5-Cl2                    CHF2          H CH = NOEt
3,5-Cl2                    CF3           H CH = NOH
3,5-Cl2                    CF3           H CH = NOCH3
3,5-Cl2                    CF3           H CH = NOCH3(E)
3,5-Cl2                    CF3           H CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OCH3           CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OEt CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(E)
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOCH3(Z)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(E)
3,5-Cl2                    CF3           CH2CN    CH = NOCH3(Z)
3,5-Cl2                    CF3           H CH = NOEt
3,5-Cl2                    CF3           H CH = NOEt (E)
3,5-Cl2                    CF3           H CH = NOEt (Z)
3,5-Cl2                    CF3           CH2OCH3           CH = NOEt
3,5-Cl2                    CF3           CH2OEt CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) CH3       CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) Et CH = NOEt
3,5-Cl2                    CF3           CH2OC (O) OCH3      CH = NOEt
3,5-Cl2                    CF3           CH2CN  CH = NOEt
3,5-Cl2                    CF3           H CH = NOPr-n
3,5-Cl2                    CF3           H CH = NOPr-i
3,5-Cl2                    CF3           H CH = NOCH2CH2Cl
3,5-Cl2                    CF3           H CH = NOCH2CHF2
3,5-Cl2                    CF3           H CH = NOCH2CF3
3,5-Cl2                    CF3           H CH = NOCH2CH = CH2
3,5-Cl2                    CF3           H CH = NOCH2C≡CH
3,5-Cl2                    CF2Cl H CH = NOCH3
3,5-Cl2                    CF2Cl H CH = NOEt
3-Br-4-F CF3           H CH = NOCH3
3-Br-4-F CF3           H CH = NOEt
3-F-5-Br CF3           H CH = NOCH3
3-F-5-Br CF3           H CH = NOEt
3-Cl-5-Br CF3           H CH = NOCH3
3-Cl-5-Br CF3           CH2OCH3           CH = NOCH3
3-Cl-5-Br CF3           CH2OEt CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-Br CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-Br CF3           CH2CN CH = NOCH3
3-Cl-5-Br CF3           H  CH = NOEt
3-Cl-5-Br CF2Cl H   CH = NOCH3
3-Cl-5-Br CF2Cl H    CH = NOEt
3,5-Br2                    CF3           H    CH = NOCH3
3,5-Br2                    CF3           CH2OCH3           CH = NOCH3
3,5-Br2                    CF3           CH2OEt CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2                    CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Br2                    CF3           CH2CN CH = NOCH3
3,5-Br2                    CF3           H   CH = NOEt
3,5-Br2                    CF2Cl H   CH = NOCH3
3,5-Br2                    CF2Cl H CH = NOEt
3-Cl-5-I CF3           H CH = NOCH3
3-Cl-5-I CF3           H CH = NOEt
3-Cl-5-I CF2Cl H CH = NOCH3
3-Cl-5-I CF2Cl H CH = NOEt
3-CF3-4-F CF3           H CH = NOCH3
3-CF3-4-F CF3           H CH = NOEt
3-F-5-CF3                  CF3           H CH = NOCH3
3-F-5-CF3                  CF3           H CH = NOEt
3-CF3-4-Cl CF3           H CH = NOCH3
3-CF3-4-Cl CF3           H CH = NOEt
3-Cl-5-CF3                 CF3           H CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OCH3           CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OEt  CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) CH3       CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Cl-5-CF3                 CF3           CH2OC (O) OCH3      CH = NOCH3
3-Cl-5-CF3                 CF3           CH2CN CH = NOCH3
3-Cl-5-CF3                 CF3           H  CH = NOEt
3-Cl-5-CF3                 CF2Cl H CH = NOCH3
3-Cl-5-CF3                 CF2Cl H CH = NOEt
3-Br-5-CF3                 CF3           H CH = NOCH3
3-Br-5-CF3                 CF3          CH2OCH3          CH = NOCH3
3-Br-5-CF3                 CF3           CH2OEt CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) CH3      CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) Et CH = NOCH3
3-Br-5-CF3                 CF3           CH2OC (O) OCH3     CH = NOCH3
3-Br-5-CF3                 CF3           CH2CN CH = NOCH3
3-Br-5-CF3                 CF3           H CH = NOEt
3-Br-5-CF3                 CF2Cl H CH = NOCH3
3-Br-5-CF3                 CF2Cl H CH = NOEt
3,5- (CF3)2                CF3           H CH = NOCH3
3,5- (CF3)2             CF3          CH2OCH3          CH = NOCH3
3,5- (CF3)2                 CF3          CH2OEt CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) CH3    CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) Et CH = NOCH3
3,5- (CF3)2                 CF3          CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2                 CF3          CH2CN CH = NOCH3
3,5- (CF3)2                CF3         H CH = NOEt
3,5- (CF3)2                CF2Cl H CH = NOCH3
3,5- (CF3)2                CF2Cl H CH = NOEt
3-Cl-5-OCHF2               CF3        H CH = NOCH3
3-Cl-5-OCHF2               CF3        H CH = NOEt
3-Br-5-OCHF2               CF3        H CH = NOCH3
3-Br-5-OCHF2               CF3          H CH = NOEt
3-CF3-5-OCHF2             CF3         H CH = NOCH3
3-CF3-5-OCHF2             CF3         H CH = NOEt
3-Cl-5-OCF3                CF3         H CH = NOCH3
3-Cl-5-OCF3                CF3           H CH = NOEt
3-Br-5-OCF3                CF3           H CH = NOCH3
3-Br-5-OCF3                CF3           H CH = NOEt
3-CF3-5-OCF3              CF3           H CH = NOCH3
3-CF3-5-OCF3              CF3           H CH = NOEt
3-Cl-5-SCF3                CF3           H CH = NOCH3
3-Cl-5-SCF3                CF3           H CH = NOEt
3-Br-5-SCF3                CF3           H CH = NOCH3
3-Br-5-SCF3                CF3           H CH = NOEt
3-CF3-5-CN CF3           H CH = NOCH3
3-CF3-5-CN CF3           H CH = NOEt
3,4,5-F3                   CF3           H CH = NOCH3
3,4,5-F3                   CF3           H CH = NOEt
3,5-Cl2-4-F CF3           H CH = NOCH3
3,5-Cl2-4-F CF3           CH2OCH3           CH = NOCH3
3,5-Cl2-4-F CF3           CH2OEt      CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) CH3       CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) Et  CH = NOCH3
3,5-Cl2-4-F CF3           CH2OC (O) OCH3      CH = NOCH3
3,5-Cl2-4-F CF3           CH2CN  CH = NOCH3
3,5-Cl2-4-F CF3           H CH = NOEt
3,5-Cl2-4-F CF2Cl H CH = NOCH3
3,5-Cl2-4-F CF2Cl H CH = NOEt
3,4,5-Cl3                  CF3           H CH = NOCH3
3,4,5-Cl3                  CF3           CH2OCH3           CH = NOCH3
3,4,5-Cl3                  CF3           CH2OEt CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) CH3       CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) Et CH = NOCH3
3,4,5-Cl3                  CF3           CH2OC (O) OCH3   CH = NOCH3
3,4,5-Cl3                  CF3           CH2CN CH = NOCH3
3,4,5-Cl3                  CF3           H     CH = NOEt
3,4,5-Cl3                  CF2Cl H     CH = NOCH3 
3,4,5-Cl3                  CF2Cl H     CH = NOEt
3,5-Br2-4-F CF3           H       CH = NOCH3 
3,5-Br2-4-F CF3           CH2OCH3          CH = NOCH3
3,5-Br2-4-F CF3           CH2OEt CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) CH3      CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) Et CH = NOCH3
3,5-Br2-4-F CF3           CH2OC (O) OCH3     CH = NOCH3
3,5-Br2-4-F CF3           CH2CN CH = NOCH3
3,5-Br2-4-F CF3           H     CH = NOEt
3,5-Br2-4-F CF2Cl H       CH = NOCH3
3,5-Br2-4-F CF2Cl H         CH = NOEt
3,4,5-Br3                  CF3           H           CH = NOCH3
3,4,5-Br3                  CF3           H CH = NOEt
3,4-F2-5-CF3               CF3          H  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OCH3        CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OEt  CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) CH3      CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) Et    CH = NOCH3
3,4-F2-5-CF3               CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-F2-5-CF3               CF3           CH2CN CH = NOCH3
3,4-F2-5-CF3               CF3           H CH = NOEt
3,4-F2-5-CF3               CF2Cl   H CH = NOCH3
3,4-F2-5-CF3               CF2Cl  H CH = NOEt
3-Cl-4-F-5-CF3             CF3           H CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OCH3          CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OEt CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) CH3      CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) Et CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2OC (O) OCH3     CH = NOCH3
3-Cl-4-F-5-CF3             CF3           CH2CN CH = NOCH3
3-Cl-4-F-5-CF3             CF3           H CH = NOEt
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOCH3
3-Cl-4-F-5-CF3             CF2Cl H  CH = NOEt
3,4-Cl2-5-CF3              CF3           H  CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OCH3          CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OEt   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) CH3      CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) Et   CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2OC (O) OCH3     CH = NOCH3
3,4-Cl2-5-CF3              CF3           CH2CN   CH = NOCH3
3,4-Cl2-5-CF3              CF3           H    CH = NOEt
3,4-Cl2-5-CF3              CF2Cl H     CH = NOCH3
3,4-Cl2-5-CF3              CF2Cl H     CH = NOEt
3,5- (CF3)2-4-Cl CF3           H CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OCH3        CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OEt CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) CH3     CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) Et CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2OC (O) OCH3  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           CH2CN  CH = NOCH3
3,5- (CF3)2-4-Cl CF3           H CH = NOEt
3,5- (CF3)2-4-Cl CF2Cl H CH = NOCH3
3,5- (CF3)2-4-Cl CF2Cl H CH = NOEt
3,5-Cl2-4-OCHF2            CF3           H CH = NOCH3
3,5-Cl2-4-OCHF2            CF3           H CH = NOEt
3,5-Br2-4-OCHF2            CF3           H CH = NOCH3
3,5-Br2-4-OCHF2            CF3           H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

Figure 2019048883
Figure 2019048883

−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
(X)m R3 R2 R1
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
3-Cl-4-F CF3 H CH=NOCH3
3-Cl-4-F CF3 H CH=NOEt
3-F-5-Cl CF3 H CH=NOCH3
3-F-5-Cl CF3 H CH=NOEt
3,4-Cl2 CF3 H CH=NOCH3
3,4-Cl2 CF3 H CH=NOEt
3,5-Cl2 CHF2 H CH=NOCH3
3,5-Cl2 CHF2 H CH=NOEt
3,5-Cl2 CF3 H CH=NOH
3,5-Cl2 CF3 H CH=NOCH3
3,5-Cl2 CF3 H CH=NOCH3(E)
3,5-Cl2 CF3 H CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OEt CH=NOCH3
3,5-Cl2 CF3 CH2OEt CH=NOCH3(E)
3,5-Cl2 CF3 CH2OEt CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)Et CH=NOCH3(Z)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(E)
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOCH3(Z)
3,5-Cl2 CF3 CH2CN CH=NOCH3
3,5-Cl2 CF3 CH2CN CH=NOCH3(E)
3,5-Cl2 CF3 CH2CN CH=NOCH3(Z)
3,5-Cl2 CF3 H CH=NOEt
3,5-Cl2 CF3 H CH=NOEt(E)
3,5-Cl2 CF3 H CH=NOEt(Z)
3,5-Cl2 CF3 CH2OCH3 CH=NOEt
3,5-Cl2 CF3 CH2OEt CH=NOEt
3,5-Cl2 CF3 CH2OC(O)CH3 CH=NOEt
3,5-Cl2 CF3 CH2OC(O)Et CH=NOEt
3,5-Cl2 CF3 CH2OC(O)OCH3 CH=NOEt
3,5-Cl2 CF3 CH2CN CH=NOEt
3,5-Cl2 CF3 H CH=NOPr-n
3,5-Cl2 CF3 H CH=NOPr-i
3,5-Cl2 CF3 H CH=NOCH2CH2Cl
3,5-Cl2 CF3 H CH=NOCH2CHF2
3,5-Cl2 CF3 H CH=NOCH2CF3
3,5-Cl2 CF3 H CH=NOCH2CH=CH2
3,5-Cl2 CF3 H CH=NOCH2C≡CH
3,5-Cl2 CF2Cl H CH=NOCH3
3,5-Cl2 CF2Cl H CH=NOEt
3-Br-4-F CF3 H CH=NOCH3
3-Br-4-F CF3 H CH=NOEt
3-F-5-Br CF3 H CH=NOCH3
3-F-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF3 H CH=NOCH3
3-Cl-5-Br CF3 CH2OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OEt CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-Br CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-Br CF3 CH2CN CH=NOCH3
3-Cl-5-Br CF3 H CH=NOEt
3-Cl-5-Br CF2Cl H CH=NOCH3
3-Cl-5-Br CF2Cl H CH=NOEt
3,5-Br2 CF3 H CH=NOCH3
3,5-Br2 CF3 CH2OCH3 CH=NOCH3
3,5-Br2 CF3 CH2OEt CH=NOCH3
3,5-Br2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2 CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2 CF3 CH2CN CH=NOCH3
3,5-Br2 CF3 H CH=NOEt
3,5-Br2 CF2Cl H CH=NOCH3
3,5-Br2 CF2Cl H CH=NOEt
3-Cl-5-I CF3 H CH=NOCH3
3-Cl-5-I CF3 H CH=NOEt
3-Cl-5-I CF2Cl H CH=NOCH3
3-Cl-5-I CF2Cl H CH=NOEt
3-CF3-4-F CF3 H CH=NOCH3
3-CF3-4-F CF3 H CH=NOEt
3-F-5-CF3 CF3 H CH=NOCH3
3-F-5-CF3 CF3 H CH=NOEt
3-CF3-4-Cl CF3 H CH=NOCH3
3-CF3-4-Cl CF3 H CH=NOEt
3-Cl-5-CF3 CF3 H CH=NOCH3
3-Cl-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-5-CF3 CF3 H CH=NOEt
3-Cl-5-CF3 CF2Cl H CH=NOCH3
3-Cl-5-CF3 CF2Cl H CH=NOEt
3-Br-5-CF3 CF3 H CH=NOCH3
3-Br-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OEt CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Br-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Br-5-CF3 CF3 CH2CN CH=NOCH3
3-Br-5-CF3 CF3 H CH=NOEt
3-Br-5-CF3 CF2Cl H CH=NOCH3
3-Br-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2 CF3 H CH=NOCH3
3,5-(CF3)2 CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OEt CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2 CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2 CF3 CH2CN CH=NOCH3
3,5-(CF3)2 CF3 H CH=NOEt
3,5-(CF3)2 CF2Cl H CH=NOCH3
3,5-(CF3)2 CF2Cl H CH=NOEt
3-Cl-5-OCHF2 CF3 H CH=NOCH3
3-Cl-5-OCHF2 CF3 H CH=NOEt
3-Br-5-OCHF2 CF3 H CH=NOCH3
3-Br-5-OCHF2 CF3 H CH=NOEt
3-CF3-5-OCHF2 CF3 H CH=NOCH3
3-CF3-5-OCHF2 CF3 H CH=NOEt
3-Cl-5-OCF3 CF3 H CH=NOCH3
3-Cl-5-OCF3 CF3 H CH=NOEt
3-Br-5-OCF3 CF3 H CH=NOCH3
3-Br-5-OCF3 CF3 H CH=NOEt
3-CF3-5-OCF3 CF3 H CH=NOCH3
3-CF3-5-OCF3 CF3 H CH=NOEt
3-Cl-5-SCF3 CF3 H CH=NOCH3
3-Cl-5-SCF3 CF3 H CH=NOEt
3-Br-5-SCF3 CF3 H CH=NOCH3
3-Br-5-SCF3 CF3 H CH=NOEt
3-CF3-5-CN CF3 H CH=NOCH3
3-CF3-5-CN CF3 H CH=NOEt
3,4,5-F3 CF3 H CH=NOCH3
3,4,5-F3 CF3 H CH=NOEt
3,5-Cl2-4-F CF3 H CH=NOCH3
3,5-Cl2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OEt CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Cl2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Cl2-4-F CF3 CH2CN CH=NOCH3
3,5-Cl2-4-F CF3 H CH=NOEt
3,5-Cl2-4-F CF2Cl H CH=NOCH3
3,5-Cl2-4-F CF2Cl H CH=NOEt
3,4,5-Cl3 CF3 H CH=NOCH3
3,4,5-Cl3 CF3 CH2OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OEt CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)Et CH=NOCH3
3,4,5-Cl3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4,5-Cl3 CF3 CH2CN CH=NOCH3
3,4,5-Cl3 CF3 H CH=NOEt
3,4,5-Cl3 CF2Cl H CH=NOCH3
3,4,5-Cl3 CF2Cl H CH=NOEt
3,5-Br2-4-F CF3 H CH=NOCH3
3,5-Br2-4-F CF3 CH2OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OEt CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)CH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)Et CH=NOCH3
3,5-Br2-4-F CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-Br2-4-F CF3 CH2CN CH=NOCH3
3,5-Br2-4-F CF3 H CH=NOEt
3,5-Br2-4-F CF2Cl H CH=NOCH3
3,5-Br2-4-F CF2Cl H CH=NOEt
3,4,5-Br3 CF3 H CH=NOCH3
3,4,5-Br3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF3 H CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-F2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-F2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-F2-5-CF3 CF3 H CH=NOEt
3,4-F2-5-CF3 CF2Cl H CH=NOCH3
3,4-F2-5-CF3 CF2Cl H CH=NOEt
3-Cl-4-F-5-CF3 CF3 H CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OEt CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3-Cl-4-F-5-CF3 CF3 CH2CN CH=NOCH3
3-Cl-4-F-5-CF3 CF3 H CH=NOEt
3-Cl-4-F-5-CF3 CF2Cl H CH=NOCH3
3-Cl-4-F-5-CF3 CF2Cl H CH=NOEt
3,4-Cl2-5-CF3 CF3 H CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OEt CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)CH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)Et CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2OC(O)OCH3 CH=NOCH3
3,4-Cl2-5-CF3 CF3 CH2CN CH=NOCH3
3,4-Cl2-5-CF3 CF3 H CH=NOEt
3,4-Cl2-5-CF3 CF2Cl H CH=NOCH3
3,4-Cl2-5-CF3 CF2Cl H CH=NOEt
3,5-(CF3)2-4-Cl CF3 H CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OEt CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)CH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)Et CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2OC(O)OCH3 CH=NOCH3
3,5-(CF3)2-4-Cl CF3 CH2CN CH=NOCH3
3,5-(CF3)2-4-Cl CF3 H CH=NOEt
3,5-(CF3)2-4-Cl CF2Cl H CH=NOCH3
3,5-(CF3)2-4-Cl CF2Cl H CH=NOEt
3,5-Cl2-4-OCHF2 CF3 H CH=NOCH3
3,5-Cl2-4-OCHF2 CF3 H CH=NOEt
3,5-Br2-4-OCHF2 CF3 H CH=NOCH3
3,5-Br2-4-OCHF2 CF3 H CH=NOEt
−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−
---------------------------
(X) m R 3 R 2 R 1
---------------------------
3-Cl-4-F CF 3 H CH = NOCH 3
3-Cl-4-F CF 3 H CH = NOEt
3-F-5-Cl CF 3 H CH = NOCH 3
3-F-5-Cl CF 3 H CH = NOEt
3,4-Cl 2 CF 3 H CH = NOCH 3
3,4-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CHF 2 H CH = NOCH 3
3,5-Cl 2 CHF 2 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOH
3,5-Cl 2 CF 3 H CH = NOCH 3
3,5-Cl 2 CF 3 H CH = NOCH 3 (E)
3,5-Cl 2 CF 3 H CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OEt CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (E)
3,5-Cl 2 CF 3 CH 2 CN CH = NOCH 3 (Z)
3,5-Cl 2 CF 3 H CH = NOEt
3,5-Cl 2 CF 3 H CH = NOEt (E)
3,5-Cl 2 CF 3 H CH = NOEt (Z)
3,5-Cl 2 CF 3 CH 2 OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OEt CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) CH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) Et CH = NOEt
3,5-Cl 2 CF 3 CH 2 OC (O) OCH 3 CH = NOEt
3,5-Cl 2 CF 3 CH 2 CN CH = NOEt
3,5-Cl 2 CF 3 H CH = NOPr-n
3,5-Cl 2 CF 3 H CH = NOPr-i
3,5-Cl 2 CF 3 H CH = NOCH 2 CH 2 Cl
3,5-Cl 2 CF 3 H CH = NOCH 2 CHF 2
3,5-Cl 2 CF 3 H CH = NOCH 2 CF 3
3,5-Cl 2 CF 3 H CH = NOCH 2 CH = CH 2
3,5-Cl 2 CF 3 H CH = NOCH 2 C≡CH
3,5-Cl 2 CF 2 Cl H CH = NOCH 3
3,5-Cl 2 CF 2 Cl H CH = NOEt
3-Br-4-F CF 3 H CH = NOCH 3
3-Br-4-F CF 3 H CH = NOEt
3-F-5-Br CF 3 H CH = NOCH 3
3-F-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 3 H CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-Br CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-Br CF 3 H CH = NOEt
3-Cl-5-Br CF 2 Cl H CH = NOCH 3
3-Cl-5-Br CF 2 Cl H CH = NOEt
3,5-Br 2 CF 3 H CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OEt CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 CF 3 H CH = NOEt
3,5-Br 2 CF 2 Cl H CH = NOCH 3
3,5-Br 2 CF 2 Cl H CH = NOEt
3-Cl-5-I CF 3 H CH = NOCH 3
3-Cl-5-I CF 3 H CH = NOEt
3-Cl-5-I CF 2 Cl H CH = NOCH 3
3-Cl-5-I CF 2 Cl H CH = NOEt
3-CF 3 -4-F CF 3 H CH = NOCH 3
3-CF 3 -4-F CF 3 H CH = NOEt
3-F-5-CF 3 CF 3 H CH = NOCH 3
3-F-5-CF 3 CF 3 H CH = NOEt
3-CF 3 -4-Cl CF 3 H CH = NOCH 3
3-CF 3 -4-Cl CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-5-CF 3 CF 3 H CH = NOEt
3-Cl-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-5-CF 3 CF 2 Cl H CH = NOEt
3-Br-5-CF 3 CF 3 H CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Br-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Br-5-CF 3 CF 3 H CH = NOEt
3-Br-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Br-5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OEt CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 CF 3 H CH = NOEt
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 CF 2 Cl H CH = NOEt
3-Cl-5-OCHF 2 CF 3 H CH = NOCH 3
3-Cl-5-OCHF 2 CF 3 H CH = NOEt
3-Br-5-OCHF 2 CF 3 H CH = NOCH 3
3-Br-5-OCHF 2 CF 3 H CH = NOEt
3-CF 3 -5-OCHF 2 CF 3 H CH = NOCH 3
3-CF 3 -5-OCHF 2 CF 3 H CH = NOEt
3-Cl-5-OCF 3 CF 3 H CH = NOCH 3
3-Cl-5-OCF 3 CF 3 H CH = NOEt
3-Br-5-OCF 3 CF 3 H CH = NOCH 3
3-Br-5-OCF 3 CF 3 H CH = NOEt
3-CF 3 -5-OCF 3 CF 3 H CH = NOCH 3
3-CF 3 -5-OCF 3 CF 3 H CH = NOEt
3-Cl-5-SCF 3 CF 3 H CH = NOCH 3
3-Cl-5-SCF 3 CF 3 H CH = NOEt
3-Br-5-SCF 3 CF 3 H CH = NOCH 3
3-Br-5-SCF 3 CF 3 H CH = NOEt
3-CF 3 -5-CN CF 3 H CH = NOCH 3
3-CF 3 -5-CN CF 3 H CH = NOEt
3,4,5-F 3 CF 3 H CH = NOCH 3
3,4,5-F 3 CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 3 H CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OEt CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Cl 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Cl 2 -4-F CF 3 H CH = NOEt
3,5-Cl 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Cl 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Cl 3 CF 3 H CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 O Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4,5-Cl 3 CF 3 CH 2 CN CH = NOCH 3
3,4,5-Cl 3 CF 3 H CH = NOEt
3,4,5-Cl 3 CF 2 Cl H CH = NOCH 3
3,4,5-Cl 3 CF 2 Cl H CH = NOEt
3,5-Br 2 -4-F CF 3 H CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 O Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5-Br 2 -4-F CF 3 CH 2 CN CH = NOCH 3
3,5-Br 2 -4-F CF 3 H CH = NOEt
3,5-Br 2 -4-F CF 2 Cl H CH = NOCH 3
3,5-Br 2 -4-F CF 2 Cl H CH = NOEt
3,4,5-Br 3 CF 3 H CH = NOCH 3
3,4,5-Br 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-F 2 -5-CF 3 CF 3 H CH = NOEt
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-F 2 -5-CF 3 CF 2 Cl H CH = NOEt
3-Cl-4-F-5-CF 3 CF 3 H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 O Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 3 H CH = NOEt
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOCH 3
3-Cl-4-F-5-CF 3 CF 2 Cl H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OEt CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) Et CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 CH 2 CN CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 3 H CH = NOEt
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOCH 3
3,4-Cl 2 -5-CF 3 CF 2 Cl H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 O Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) CH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) Et CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 OC (O) OCH 3 CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 CH 2 CN CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 3 H CH = NOEt
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOCH 3
3,5- (CF 3 ) 2 -4-Cl CF 2 Cl H CH = NOEt
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Cl 2 -4-OCHF 2 CF 3 H CH = NOEt
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOCH 3
3,5-Br 2 -4-OCHF 2 CF 3 H CH = NOEt
---------------------------

本発明化合物は、農園芸作物及び樹木などを加害する所謂農業害虫、家畜・家禽類に寄生する所謂家畜害虫、家屋等の人間の生活環境で様々な悪影響を与える所謂衛生害虫、倉庫に貯蔵された穀物等を加害する所謂貯穀害虫等としての昆虫類、及び同様の場面で発生、加害するダニ類、甲殻類、軟体動物、線虫類の何れの有害生物も低濃度で有効に防除できる。   The compounds of the present invention are stored in so-called hygiene pests, which exert various adverse effects on human living environment such as houses, so-called agricultural pests which damage agricultural and horticultural crops and trees, and so- Insects as so-called stored grain pests and the like which damage crops and the like, and mites, crustaceans, molluscs and nematodes which are generated and damaged in the same situation can be effectively controlled at low concentrations.

本発明化合物を用いて防除しうる昆虫類、ダニ類、甲殻類、軟体動物及び線虫類には具体的に、例えば、
チャノコカクモンハマキ(Adoxophyes honmai)、リンゴコカクモンハマキ(Adoxophyes orana faciata)、リンゴモンハマキ(Archips breviplicanus)、ミダレカクモンハマキ(Archips fuscocupreanus)、ナシヒメシンクイ(Grapholita molesta)、チャハマキ(Homona magnanima)、マメシンクイガ(Leguminivora glycinivorella)、マメヒメサヤムシガ(Matsumuraeses phaseoli)、トビハマキ(Pandemis heparana)、ナシチビガ(Bucculatrix pyrivorella)、モモハモグリガ(Lyonetia clerkella)、ギンモンハモグリガ(Lyonetia prunifoliella malinella)、チャノホソガ(Caloptilia theivora)、キンモンホソガ(Phyllonorycter ringoniella)、ミカンハモグリガ(Phyllocnistis citrella)、ネギコガ(Acrolepiopsissapporensis)、ヤマノイモコガ(Acrolepiopsis suzukiella)、コナガ(Plutella xylostella)、カキノヘタムシガ(Stathmopoda masinissa)、イモキバガ(Helcystogramma triannulella)、ワタアカミムシ(Pectinophora gossypiella)、モモシンクイガ(Carposina sasakii)、コドリンガ(Cydla pomonella)、ニカメイガ(Chilo suppressalis)、コブノメイガ(Cnaphalocrocis medinalis)、モモノゴマダラノメイガ(Conogethes punctiferalis)、ワタ
ヘリクロノメイガ(Diaphania indica)、シロイチモジマダラメイガ(Etiella zinckenella)、クワノメイガ(Glyphodes pyloalis)、ハイマダラノメイガ(Hellula undalis)、アワノメイガ(Ostrinia furnacalis)、アズキノメイガ(Ostrinia scapulalis)、ヨーロピアンコーンボーラー(Ostrinia nubilalis)、シバツトガ(Parapediasia teterrella)、イチモン
ジセセリ(Parnara guttata)、オオモンシロチョウ(Pieris brassicae)、モンシロチョウ(
Pieris rapae crucivora)、ヨモギエダシャク(Ascotis selenaria)、ソイビーンルーパー(Pseudoplusia includens)、チャドクガ(Euproctis pseudoconspersa)、マイマイガ(Lymantria dispar)、ヒメシロモンドクガ(Orgyia thyellina)、アメリカシロヒトリ(Hyphantria cunea)、クワゴマダラヒトリ(Lemyra imparilis)、アケビコノハ(Adris tyrannus)、
ナカジロシタバ(Aedia leucomelas)、タマナヤガ(Agrotis ipsilon)、カブラヤガ(Agrotis segetum)、タマナギンウワバ(Autographa nigrisigna)、ミツモンキンウワバ(Ctenoplusia agnata)、オオタバコガ(Helicoverpa armigera)、タバコガ(Helicoverpa assulta)、コットンボールワーム(Helicoverpa zea)、タバコバッドワーム(Heliothis virescens)、ヨトウガ(Mamestra brassicae)、アワヨトウ(Mythimna separata)、フタオビコヤガ(Naranga aenescens)、サザンアーミーワーム(Spodoptera eridania)、シロイチモジヨトウ(Spodoptera exigua)、フォールアーミーワーム(Spodoptera frugiperda)、コットンリーフ
ワーム(Spodoptera littoralis)、ハスモンヨトウ(Spodoptera litura)、スジキリヨトウ(Spodoptera depravata)、イラクサギンウワバ(Trichoplusia ni)、グレープベリーモス(Endopiza viteana)、トマトホーンワーム(Manduca quinquemaculata)、タバコホーンワーム(Manduca sexta)等の鱗翅目昆虫、
ヒラズハナアザミウマ(Frankliniella intonsa)、ミカンキイロアザミウマ(Frankliniella occidentalis)、クロトンアザミウマ(Heliothrips haemorrhoidalis)、チャノキイロアザミウマ(Scirtothrips dorsalis)、ミナミキイロアザミウマ(Thrips palmi)、ネギア
ザミウマ(Thrips tabaci)、カキクダアザミウマ(Ponticulothrips diospyrosi)等の総翅
目昆虫、
ブチヒゲカメムシ(Dolycoris baccarum)、ナガメ(Eurydema rugosum)、トゲシラホシカメムシ(Eysarcoris aeneus)、オオトゲシラホシカメムシ(Eysarcoris lewisi)、シラホシカメムシ(Eysarcoris ventralis)、ツヤアオカメムシ(Glaucias subpunctatus)、クサギ
カメムシ(Halyomorpha halys)、アオクサカメムシ(Nezara antennata)、ミナミアオカメ
ムシ(Nezara viridula)、イチモンジカメムシ(Piezodorus hybneri)、チャバネアオカメ
ムシ(Plautia crossota)、イネクロカメムシ(Scotinophora lurida)、ホソハリカメムシ(Cletus punctiger)、クモヘリカメムシ(Leptocorisa chinensis)、ホソヘリカメムシ(Riptortus clavatus)、アカヒメヘリカメムシ(Rhopalus msculatus)、カンシャコバネナガカメムシ(Cavelerius saccharivorus)、コバネヒョウタンナガカメムシ(Togo hemipterus)
、アカホシカメムシ(Dysdercus cingulatus)、ツツジグンバイ(Stephanitis pyrioides)
、クロトビカスミカメ(Halticus insularis)、ターニッシュドプラントバグ(Lygus lineolaris)、ナガムギカスミカメ(Stenodema sibiricum)、アカスジカスミカメ(Stenotus rubrovittatus)、イネホソミドリカスミカメ(Trigonotylus caelestialium)、フタテンヒメ
ヨコバイ(Arboridia apicalis)、ミドリナガヨコバイ(Balclutha saltuella)、フタテン
オオヨコバイ(Epiacanthus stramineus)、ポテトリーフホッパー(Empoasca fabae)、カキノヒメヨコバイ(Empoasca nipponica)、チャノミドリヒメヨコバイ(Empoasca onukii)、
マメノミドリヒメヨコバイ(Empoasca sakaii)、ヒメフタテンヨコバイ(Macrosteles striifrons)、ツマグロヨコバイ(Nephotettix cinctinceps)、コットンフリーホッパー(Psuedatomoscelis seriatus)、ヒメトビウンカ(Laodelphax striatella)、トビイロウンカ(Nilaparvata lugens)、セジロウンカ(Sogatella furcifera)、ミカンキジラミ(Diaphorina citri)、ナシキジラミ(Psylla pyrisuga)、ミカントゲコナジラミ(Aleurocanthus spiniferus)、シルバーリーフコナジラミ(Bemisia argentifolii)、タバココナジラミ(Bemisia tabaci)、ミカンコナジラミ(Dialeurodes citri)、オンシツコナジラミ(Trialeurodes vaporariorum)、ブドウネアブラムシ(Viteus vitifolii)、ワタアブラムシ(Aphis gossypii)、ユキヤナギアブラムシ(Aphis spiraecola)、モモアカアブラムシ(Myzus persicae)、コミカンアブラムシ(Toxoptera aurantii)、オオワラジカイガラムシ(Drosicha corpulenta)、イセリアカイガラムシ(Icerya purchasi)、ナスコナカイガラムシ(Phenacoccus solani)、ミカンコナカイガラムシ(Planococcus citri)、フジコナカイガラムシ(Planococcus kuraunhiae)、クワコナカイガラムシ(Pseudococcus comstocki)、ツノロウムシ(Ceroplastes ceriferus)、ルビーロウムシ(Ceroplastes rubens)、アカマルカイガラムシ(Aonidie
lla aurantii)、ナシマルカイガラムシ(Comstockaspis perniciosa)、ティースケール(Fiorinia theae)、チャノマルカイガラムシ(Pseudaonidia paeoniae)、クワシロカイガラムシ(Pseudaulacaspis pentagona)、ウメシロカイガラムシ(Pseudaulacaspis prunicola)、マサキナガカイガラムシ(Unaspis euonymi)、ヤノネカイガラムシ(Unaspis yanonensis)
、トコジラミ(Cimex lectularius)等の半翅目昆虫、
ドウガネブイブイ(Anomala cuprea)、ヒメコガネ(Anomala rufocuprea)、コアオハナムグリ(Gametis jucunda)、ナガチャコガネ(Heptophylla picea)、マメコガネ(Popillia japonica)、コロラドポテトビートル(Lepinotarsa decemlineata)、マルクビクシコメツキ(Melanotus fortnumi)、カンシャクシコメツキ(Melanotus tamsuyensis)、タバコシバンムシ(Lasioderma serricorne)、ヒメヒラタケシキスイ(Epuraea domina)、インゲンテント
ウ(Epilachna varivestis)、ニジュウヤホシテントウ(Epilachna vigintioctopunctata)
、チャイロコメノゴミムシダマシ(Tenebrio molitor)、コクヌストモドキ(Tribolium castaneum)、ゴマダラカミキリ(Anoplophora malasiaca)、マツノマダラカミキリ(Monochamus alternatus)、キボシカミキリ(Psacothea hilaris)、ブドウトラカミキリ(Xylotrechus
pyrrhoderus)、アズキゾウムシ(Callosobruchus chinensis)、ウリハムシ(Aulacophora femoralis)、テンサイトビハムシ(Chaetocnema concinna)、サザンコーンルートワーム(Diabrotica undecimpunctata)、ウエスタンコーンルートワーム(Diabrotica virgifera)、ノーザンコーンルートワーム(Diabrotica barberi)、イネドロオイムシ(Oulema oryzae)
、キスジノミハムシ(Phyllotreta striolata)、ナスナガスネトビハムシ(Psylliodes angusticollis)、モモチョッキリゾウムシ(Rhynchites heros)、アリモドキゾウムシ(Cylas formicarius)、ワタミゾウムシ(Anthonomus grandis)、イネゾウムシ(Echinocnemus squameus)、イモゾウムシ(Euscepes postfasciatus)、アルファルファタコゾウムシ(Hypera postica)、イネミズゾウムシ(Lissohoptrus oryzophilus)、キンケクチブトゾウムシ(Otiorhynchus sulcatus)、グラナリーウィービル(Sitophilus granarius)、コクゾウムシ(Sitophilus zeamais)、シバオサゾウムシ(Sphenophorus venatus vestitus)、アオバアリガ
タハネカクシ(Paederus fuscipes)等の鞘翅目昆虫、
ダイズサヤタマバエ(Asphondylia yushimai)、ムギアカタマバエ(Sitodiplosis mosellana)、ウリミバエ(Bactrocera cucurbitae)、ミカンコミバエ(Bactrocera dorsalis)、チチュウカイミバエ(Ceratitis capitata)、イネヒメハモグリバエ(Hydrellia griseola)、オウトウショウジョウバエ(Drosophila suzukii)、イネハモグリバエ(Agromyza oryzae)
、ナモグリバエ(Chromatomyia horticola)、ナスハモグリバエ(Liriomyza bryoniae)、ネギハモグリバエ(Liriomyza chinensis)、トマトハモグリバエ(Liriomyza sativae)、マメハモグリバエ(Liriomyza trifolii)、タネバエ(Delia platura)、テンサイモグリハナバ
エ(Pegomya cunicularia)、アップルマゴット(Rhagoletis pomonella)、ヘシアンフライ(Mayetiola destructor)、イエバエ(Musca domestica)、サシバエ(Stomoxys calcitrans)
、ヒツジシラミバエ(Melophagus ovinus)、ウシバエ(Hypoderma bovis)、キスジウシバエ(Hypoderma lineatum)、ヒツジバエ(Oestrus ovis)、ツェツェバエ(Glossina palpalis,Glossina morsitans)、キアシオオブユ(Prosimulium yezoensis)、ウシアブ(Tabanus trigonus)、オオチョウバエ(Telmatoscopus albipunctatus)、トクナガヌカカ(Leptoconops nipponensis)、アカイエカ(Culex pipiens pallens)、ネッタイシマカ(Aedes aegypti)、
ヒトスジシマカ(Aedes albopicutus)、シナハマダラカ(Anopheles hyracanus sinesis)等の双翅目昆虫、
クリハバチ(Apethymus kuri)、カブラハバチ(Athalia rosae)、チュウレンジハバチ(Arge pagana)、マツノキハバチ(Neodiprion sertifer)、クリタマバチ(Dryocosmus kuriphilus)、グンタイアリ(Eciton burchelli, Eciton schmitti)、クロオオアリ(Camponotus japonicus)、オオスズメバチ(Vespa mandarina)、ブルドックアント(Myrmecia spp.)、フ
ァイヤーアント類(Solenopsis spp.)、ファラオアント(Monomorium pharaonis)等の膜翅
目昆虫、
エンマコオロギ(Teleogryllus emma)、ケラ(Gryllotalpa orientalis)、トノサマバッ
タ(Locusta migratoria)、コバネイナゴ(Oxya yezoensis)、サバクワタリバッタ(Schisto
cerca gregaria)等の直翅目昆虫、
トゲナシシロトビムシ(Onychiurus folsomi)、シベリアシロトビムシ(Onychiurus sibiricus)、キボシマルトビムシ(Bourletiella hortensis)等の粘管目昆虫、
クロゴキブリ(Periplaneta fuliginosa)、ヤマトゴキブリ(Periplaneta japonica)、チャバネゴキブリ(Blattella germanica)等の網翅目昆虫、
イエシロアリ(Coptotermes formosanus)、ヤマトシロアリ(Reticulitermes speratus)
、タイワンシロアリ(Odontotermes formosanus)等のシロアリ目昆虫、
ネコノミ(Ctenocephalidae felis)、イヌノミ(Ctenocephalides canis)、ニワトリノ
ミ(Echidnophaga gallinacea)、ヒトノミ(Pulex irritans)、ケオプスネズミノミ(Xenopsylla cheopis)等の等翅目昆虫、
ニワトリオオハジラミ(Menacanthus stramineus)、ウシハジラミ(Bovicola bovis)等のハジラミ目昆虫、
ウシジラミ(Haematopinus eurysternus)、ブタジラミ(Haematopinus suis)、ウシホソ
ジラミ(Linognathus vituli)、ケブカウシジラミ(Solenopotes capillatus)等のシラミ目昆虫、
シクラメンホコリダニ(Phytonemus pallidus)、チャノホコリダニ(Polyphagotarsonemus latus)、スジブトホコリダニ(Tarsonemus bilobatus)等のホコリダニ類、
ハクサイダニ(Penthaleus erythrocephalus)、ムギダニ(Penthaleus major)等のハシリダニ類、
イネハダニ(Oligonychus shinkajii)、ミカンハダニ(Panonychus citri)、クワオオハ
ダニ(Panonychus mori)、リンゴハダニ(Panonychus ulmi)、カンザワハダニ(Tetranychu skanzawai)、ナミハダニ(Tetranychus urticae)等のハダニ類、
チャノナガサビダニ(Acaphylla theavagrans)、チューリップサビダニ(Aceria tulipae)、トマトサビダニ(Aculops lycopersici)、ミカンサビダニ(Aculops pelekassi)、リン
ゴサビダニ(Aculus schlechtendali)、ニセナシサビダニ(Eriophyes chibaensis)、シト
ラスラストマイト(Phyllocoptruta oleivora)等のフシダニ類、
ロビンネダニ(Rhizoglyphus robini)、ケナガコナダニ(Tyrophagus putrescentiae)、
ホウレンソウケナガコナダニ(Tyrophagus similis)等のコナダニ類、
ミツバチヘギイタダニ(Varroa jacobsoni)等のハチダニ類、
オウシマダニ(Boophilus microplus)、クリイロコイタマダニ(Rhipicephalus sanguineus)、フタトゲチマダニ(Haemaphysalis longicornis)、キチマダニ(Haemophysalis flava)、ツリガネチマダニ(Haemophysalis campanulata)、ヤマトマダニ(Ixodes ovatus)、シ
ュルツェマダニ(Ixodes persulcatus)、オオマダニ(Amblyomma spp.)、アミメマダニ(Dermacentor spp.)等のマダニ類、
イヌツメダニ(Cheyletiella yasguri)、ネコツメダニ(Cheyletiella blakei)等のツメ
ダニ類、
イヌニキビダニ(Demodex canis)、ネコニキビダニ(Demodex cati)などのニキビダニ類

ヒツジキュウセンダニ(Psoroptes ovis)等のキュウセンダニ類、
センコウヒゼンダニ(Sarcoptes scabiei)、ネコショウセンコウヒゼンダニ(Notoedrescati)、ニワトリヒゼンダニ(Knemidocoptes spp.)等のヒゼンダニ類、
オカダンゴムシ(Armadillidium vulgare)等の甲殻類、
スクミリンゴガイ(Pomacea canaliculata)、アフリカマイマイ(Achatina fulica)、ナ
メクジ(Meghimatium bilineatum)、チャコウラナメクジ(Limax Valentiana)、ウスカワマイマイ(Acusta despecta sieboldiana)、ミスジマイマイ(Euhadra peliomphala)等の腹足類、
ミナミネグサレセンチュウ(Prathylenchus coffeae)、キタネグサレセンチュウ(Prathylenchus penetrans)、クルミネグサレセンチュウ(Prathylenchus vulnus)、ジャガイモシストセンチュウ(Globodera rostochiensis)、ダイズシストセンチュウ(Heterodera glycines)、キタネコブセンチュウ(Meloidogyne hapla)、サツマイモネコブセンチュウ(Meloid
ogyne incognita)、イネシンガレセンチュウ(Aphelenchoides besseyi)、マツノザイセンチュウ(Bursaphelenchus xylophilus)等の線虫類、
等が挙げられるが、本発明はこれらのみに限定されるものではない。
Specific examples of insects, mites, crustaceans, molluscs and nematodes that can be controlled using the compounds of the present invention include, for example,
Hanokokomonmonaki (Adoxophyes honmai), apple Kokanmonhamaki (Adoxophyes orana faciata), apple Monamaki (Archips breviplicanus), Midarekamonmonaki (Archips fuscocupreanus), Nashihimemasu (Grapholita molesta), Chahamaki (Homonamimus magi) Leguminivora glycinivorella, Nymph (Gatsumuraeses phaseoli), Tobihamaki (Pandemis heparana), Nashichi Biga (Bucculatrix pyrivorella), Gum Haemo Griga (Lyonetia pruniviolich), and ringoniella, phyllocnistis citrella, green onion (Acrolepiopsissapporensis), green onion (Acrolepiopsis suzukiella), diamondback moth (Plutella xylostella), black-nosed pokeweed (Stathomodoma masinissa), ra gossypiella), peach tree moth (Carposina sasakii), codling moth (Cydla pomonella), rice crow (Chilo suppressalis), pokeweed moth (Cnaphalocrocis medinalis), oyster moth moth moth (Conogethes punctiferalis), cottontail moth (Etiella zinckenella), Glyphodes pyloalis, Hydid Tree moth (Hellula undulis), Scutellariae (Ostrinia furnacalis), Azuno Tree moth (Ostrinia scapulalis), European Corn Borer (Ostrinia nubilialis) , White butterfly (Pieris brassicae), White butterfly (
Pieris rapae crucivora), sage (Ascotis selenaria), siobean looper (Pseudoplusia includens), chaedoke moth (Euproctis pseudoconspersa), green moth (Lymantria dispar), moth moth (Orgyia thyellina), American moth Lemyra imparilis), Akebiko Noha (Adris tyrannus),
White-tailed rockflies (Aedia leucomelas), spiny moths (Agrotis ipsilon), black-tailed hawks (Agrotis segetum), long-eared spiny eagles (Autographa nigrisigna), clams (Ctenoplusia agnata), sturgeon (Helicoverpa armigera) zea), tobacco budworms (Heliothis virescens), Mutestra brassicae, Mythimna separata, Naranga aenescens, Southern army worm (Spoptera eridania), loblolly moth (Spodoptera exogrigua) , Cotton leaf worm (Spodoptera littoralis), Spodoptera litura, Spodoptera depravata, Nettle (Trichoplusia ni), Grapeberry moss (Endopiza viteana), Tomato hornworm (Manduca quinquemaculata), Tobacco hornworm (M Lepidoptera insects, such as sexta)
Hydrangea thrips (Frankliniella intonsa), thrips (Frankliniella occidentalis), Crothon thrips (Heliothrips haemorrhoidalis), Tea scintillant thrips (Scirtothrips dorsals), Thrips palmi (Thrips palmi), Total lepidopteran insects,
Bitch beard (Dolycoris baccarum), sea turtle (Eurydema rugosum), toy-shark bug (Eysarcoris aeneus), scalover bug (Eysarcoris lewisi), stink bug (Eysarcoris ventralis), bryophyte (Gl acitracutitives) , Green leaf stink bug (Nezara antennata), southern white stink bug (Nezara viridula), black stink bug (Piezodorus hybneri), black stink bug (Plautia crossota), rice black stink bug (Scotinophora lurida), black ground stink bug (Cletus punctiger), spider web Stink bug (Leptocorisa chinensis), Red-winged bug (Riptortus clavatus), Red-winged bug (Rhopalus msculatus), Red-winged bug (Cavelerius saccharivorus), Yellow-spotted bug (Togo hemipterus)
, Red stink bug (Dysdercus cingulatus), Tojjigunbai (Stephanitis pyrioides)
, Black-backed Tortoise (Halticus insularis), Tarnish plant bug (Lygus lineolaris), Burdock-backed turtle (Stenodema sibiricum), Red-backed squirt (Stenotus rubrovittatus), Red-backed squirrel (Trigonotylus caelestialium), Black-backed apicalis), green leafhopper (Balclutha saltuella), flathead leafhopper (Epiacanthus stramineus), potato leaf hopper (Empoasca fabae), black leafhopper (Empoasca nipponica), green leafhopper (Empoasca onukii),
Peanutfish (Empoasca sakaii), Gombeta leafhopper (Macrosteles striifrons), Booby leafhopper (Nephotettix cinctinceps), Cotton free hopper (Psuedatom oscelis seriatus), Pachypterus loach (Laodelphax striatella), Tobihiliw , Orange leaf lice (Diaphorina citri), nasi leaf lice (Psylla pyrisuga), orange leaf lice (Aleurocanthus spiniferus), silver leaf whitefly (Bemisia argentifolii), tobacco whitefly (Bemisia tabaci), orange leaf lice (Diale urosite citium) Leaf aphids (Viteus vitifolii), cotton aphids (Aphis gossypii), Aquilinia aphid (Aphis spiraecola), Momois aphid (Myzus persicae), Komikan aphid (Toxoptera aurantii), Ooty albosperm (Drosicha corpulenta) Scolyt scale insect (Icerya purchasi), Scutellaria bark (Phenacoccus solani), Scutellaria bark (Planococcus citri), Scutellaria bark (Planococcus kuraunhiae), Scutellaria bark (Pseudococcus comstocki), Scutellariata caribus , Red-backed scale insect (Aonidie)
lla aurantii), nasi marl bug (Comstockaspis perniciosa), tea scale (Fiorinia theae), chanom marl bug (Pseudaonidia paeoniae), snail scale insect (Pseudaulacaspis pentagona), scale insect scale insect (Pseudaulacaspis prunicola) , Anemone bug (Unaspis yanonensis)
, Semi-lepaceous insects such as the bedbug (Cimex lectularius),
Degasnebuei (Anomala cuprea), Himekogane (Anomala rufocuprea), Coohamanaguri (Gametis jucunda), Nagakochagane (Heptophylla picea), Red-winged Beetle (Popillia japonica), Colorado Potato Beetle (Lepinotarsa decemlineata), M. Woodpecker (Melanotus tamsuyensis), tobacco beetle (Lasioderma serricorne), sage beetle (Epuraea domina), green prickly bean (Epilachna varivestis), prickly green locust (Epilachna vigintioctopunctata)
, Red-tailed Beetle (Tenebrio molitor), Red-tailed Peony (Tribolium castaneum), Burrowing Widower (Anoplophora malasiaca), Burrowing Widower (Monochamus alternatus), Yellow-billed Wiping (Psacothea hilaris), Grape Warbler (Xylotrechus)
pyrrhoderus), azuki bean weevil (Callosobruchus chinensis), ground beetle (Aulacophora femoralis), brown leaf beetle (Chaetocnema concinna), southern corn rootworm (Diabrotica undecimpunctata), western corn rootworm (Diabrotica virgifera), northern corn rootworm (Diabrotica barbeerieri ), The ined cocoon (Oulema oryzae)
, Phyllotreta striolata, Psylliodes angustoticollis, Rhynchichis heros, Aphid weevil (Cylas formicarius), Cotton weevil (Anthonomus grandis), Welsh onion , Alfalf phalt weevil (Hypera postica), rice water weevil (Lissohoptrus oryzophilus), anchovy weevil (Otiorhynchus sulcatus), granary weibil (Sitophilus granarius), weevil (Sitophilus zeamais), shiba Coleoptera such as (Paederus fuscipes),
Soy seed fly (Asphondylia yushimai), Mugia catfly (Sitodiplosis mossellana), Uriha fruit fly (Bactrocera cucurbitae), Red hair fly (Bactrocera dorsalis), Ceratophyta fruit fly (Ceratitis capitata), Trichoderma ciulivegetal Hemorrhoids (Agromyza oryzae)
, Psyllid fly (Chromatomyia horticola), Psyllid fly (Liriomyza bryoniae), Green onion leaf lice (Liriomyza chinensis), Tomato leaf lice fly (Liriomyza sativae), Leafy leaf fly (Liriomyza trifolii), Berry fly Apple margot (Rhagoletis pomonella), Hessian fly (Mayetiola destructor), house fly (Musca domestica), stable fly (Stomoxys calcitrans)
, Sheep lice fly (Melophagus ovinus), fly fly (Hypoderma bovis), fly fly (Hypoderma lineatum), sheep fly (Oestrus ovis), tsetse fly (Glossina palpalis, Glossina morsitans), larch fly prosci albipunctatus), Leptoconops nipponensis, Culex pipiens (Culex pipiens pallens), Aedes aegypti (Aedes aegypti),
Dipteran insects such as Aedes albopicutus, Anopheles hyracanus sinesis, etc.
Yellow leaf wasp (Apethymus kuri), black leaf wasp (Athalia rosae), orange leaf wasp (Arge pagana), pinewood wasp (Neodiprion sertifer), chestnut bite (Dryocosmus kuriphilus), guntail ants (Eciton burchelli, Eciton blue light) Hymenoptera such as mandarina), bulldock ant (Myrmecia spp.), fire ant (Solenopsis spp.), pharaoh ant (Monomorium pharaonis), etc.
White-tailed cricket (Teleogryllus emma), cricket (Gryllotalpa orientalis), green-spotted locust (Locusta migratoria), Korean-backed eagle (Oxya yezoensis), prickly grasshopper (Schisto)
insects such as cerca gregaria)
Plasmodial insects such as Scutellaria barnacle (Onychiurus folsomi), Siberian bluestreak (Onychiurus sibiricus), sand broom beetle (Bourletiella hortensis), etc.
Reticulated insects such as the black-necked roach (Periplaneta fuliginosa), the Yamato cockroach (Periplaneta japonica), the German cockroach (Blattella germanica), etc.
House termite (Coptotermes formosanus), Yamato termite (Reticulitermes speratus)
, Termite insects, such as Taiwan termites (Odontotermes formosanus)
Isoptera insects such as cat flea (Ctenocephalidae felis), dog flea (Ctenocephalides canis), chicken flea (Echidnophaga gallinacea), human flea (Pulex irritans), cryopus flea (Xenopsylla cheopis), etc.
White-wing insects such as the chicken large-leaf lice (Menacanthus stramineus) and the bullfrog (Bovicola bovis)
Insect lice insects such as a cow lice (Haematopinus eurysternus), a pig lice (Haematopinus suis), a cow lice (Linognathus vituli), a spiny lice (Solenopotes capillatus), etc.
Dust mites such as cyclamen dust mite (Phytonemus pallidus), chano pick mite (Polyphagotarsonemus latus), and Sjibto dust tick (Tarsonemus bilobatus),
Hassick mites such as the yellow-spotted mite (Penthaleus erythrocephalus), the wood mite (Penthaleus major), etc.
Red spider mites such as the red spider mite (Oligonychus shinkajii), the red spider mite (Panonychus citri), the red spider mite (Panonychus mori), the apple red mite (Panonychus ulmi), the red spider mite (Tetranychu skanzawai), the red spider mite (Tetranychus urticae), etc.
Tea snail (Acaphylla theavagrans), tulip snail (Aceria tulipae), tomato snail (Aculops lycopersici), red snail (Aculops pelekassi), apple snail (Aculus schlechtendali), false snail mite (Eriophyes chibamite) ) And other mites
Robin mite (Rhizoglyphus robini), Dictalia mite (Tyrophagus putrescentiae),
Acarids such as the spinach pokeweed (Tyrophagus similis),
Beetle mites, such as the honeybee mite (Varroa jacobsoni),
Red ticks (Boophilus microplus), red ticks (Rhipicephalus sanguineus), black-tailed ticks (Haemaphysalis longicornis), red ticks (Haemophysalis flava), Trichodermia ticks (Haemophysalis campanulata), Yamato ticklicides Ticks such as Amblyomma spp.) And Ammime ticks (Dermacentor spp.),
Tussock mites, such as the cat's mite, Cheyletiella yasguri, and the cat's mite, Cheyletiella blakei,
Acne mite mites, such as the dog mite (Demodex canis) and the cat mite (Demodex cati)
Yellow mite such as Psoroptes ovis
Nematode mites, such as Sarcoptes scabiei, Notoedrescati, Chicken Brent (Knemidocoptes spp.),
Crustacean, such as Armadillidium vulgare,
The gastropods such as snail ring moth (Pomacea canaliculata), African sweet potato (Achatina fulica), slugs (Meghimatium bilineatum), chacoura major slugs (Limax Valentiana), Eurasian snails (Acusta despecta sieboldiana), misid mimai (Euhadra peliomphala), etc.
Psyllium nephelensis (Prathylenchus coffeae), P. pylori (Prathylenchus penetrans), P. pumiensa (Prathylenchus vulnus), potato cyst nematode (Globodera rostochiensis), soybean cyst nematode (Heterodera glycinetium) Necocentria (Meloid)
ogyne incognita), nematode nematode (Aphelenchoides besseyi), nematode such as pine wood nematode (Bursaphelenchus xylophilus),
And the like, but the present invention is not limited to these.

また、本発明化合物を用いて防除しうる家畜、家禽、愛玩動物等の内部寄生虫としては具体的に、例えば、
ヘモンクス属(Haemonchus)、トリコストロンギルス属(Trichostrongylus)、オステルターギヤ属(Ostertagia)、ネマトディルス属(Nematodirus)、クーペリア属(Cooperia)、ア
スカリス属(Ascaris)、ブノストムーム属(Bunostomum)、エスファゴストムーム属(Oesophagostomum)、チャベルチア属(Chabertia)、トリキュリス属(Trichuris)、ストロンギルス属(Storongylus)、トリコネマ属(Trichonema)、ディクチオカウルス属(Dictyocaulus)、
キャピラリア属(Capillaria)、ヘテラキス属(Heterakis)、トキソカラ属(Toxocara)、ア
スカリディア属(Ascaridia)、オキシウリス属(Oxyuris)、アンキロストーマ属(Ancylostoma)、ウンシナリア属(Uncinaria)、トキサスカリス属(Toxascaris)、パラスカリス属(Parascaris)などの線虫類、
ブツヘレリア属(Wuchereria)、ブルージア属(Brugia)、オンコセルカ属(Onchoceca)、
ディロフィラリア属(Dirofilaria)、ロア糸状虫属(Loa)などのフィラリア科(Filariidae)線虫類、
ドラクンクルス属(Deacunculus)などの蛇状線虫科(Dracunculidae)線虫類、
犬条虫(Dipylidium caninum)、猫条虫(Taenia taeniaeformis)、有鉤条虫(Taenia solium)、無鉤条虫(Taenia saginata)、縮小条虫(Hymenolepis diminuta)、ベネデン条虫(Moniezia benedeni)、広節裂頭条虫(Diphyllobothrium latum)、マンソン裂頭条虫(Diphyllobothrium erinacei)、単包条虫(Echinococcus granulosus)、多包条虫(Echinococcus multilocularis)などの条虫類、
肝蛭(Fasciola hepatica,F.gigantica)、ウエステルマン肺吸虫(Paragonimus westermanii)、肥大吸虫(Fasciolopsic bruski)、膵吸虫(Eurytrema pancreaticum,E.coelomaticum)、肝吸虫(Clonorchis sinensis)、日本住血吸虫(Schistosoma japonicum)、ビルハルツ住血吸虫(Schistosoma haematobium)、マンソン住血吸虫(Schistosoma mansoni)などの吸虫類、
エイメリア・テネラ(Eimeria tenella)、エイメリア・アセルブリナ(Eimeria acervulina)、エイメリア・ブルネッチ(Eimeria brunetti)、エイメリア・マクシマ(Eimeria maxima)、エイメリア・ネカトリクス(Eimeria necatrix)、エイメリア・ボビス(Eimeria bovis)、エイメリア・オビノイダリス(Eimeria ovinoidalis)のようなエイメリア類(Eimeriaspp.)、
クルーズトリパノソーマ(Trypanosomsa cruzi)、リーシュマニア類(Leishmania spp.)
、マラリア原虫(Plasmodium spp.)、バベシア類(Babesis spp.)、トリコモナス類(Trichomonadidae spp.)、ヒストモナス類(Histomanas spp.)、ジアルディア類(Giardia spp.)、トキソプラズマ類(Toxoplasma spp.)、赤痢アメーバ(Entamoeba histolytica)、タイレリア類(Theileria spp.)、
等が挙げられるが、本発明はこれらのみに限定されるものではない。
Specific examples of endoparasites such as livestock, poultry and pets which can be controlled using the compounds of the present invention include
Hemonchus (Haemonchus), Trichostrongronus (Trichostrongylus), Ostertagia (Ostertagia), Nematodirus (Nematodirus), Cooperia (Cooperia), Askaris (Ascaris), Bunostomum, Effagostomome The genus (Oesophagostomum), the genus Cavertia (Chabertia), the genus Trichuris (Trichuris), the genus Storongylus (Storongylus), the genus Triconema (Trichonema), the genus Dictiocaulus (Dictyocaulus),
Capillaria (Capillaria), Heterakis (Toxocara), Ascaridia (Ascaridia), Oxyuris (Oxyuris), Ankylostoma (Ancylostoma), Uncinaria (Uncinaria), Toxascaris (Toxasaris) Nematodes, such as Parascaris,
Buchereria (Wuchereria), Bluegia (Brugia), Onchoselca (Onchoceca),
Filariaceae Nematodes, such as Dirofilaria (Dirofilaria), Loa Filament (Loa),
A serpentine nematode (Dracunculidae) nematode, such as the genus Deacunculus
Canine Ascidian (Dipylidium caninum), Cat Ascidian (Taenia taeniaeformis), Taenia solium, Taenia saginata (Taenia saginata), Reduced Ascarid (Hymenolepis diminuta), Beneden Ascarid (Moniezia benedeni), Bandworms such as broad-field cleft-headed worm (Diphyllobothrium latum), manson's cleft-headed worm (Diphyllobothrium erinacei), single-eared cichlid (Echinococcus granulosus), and polycystic-earworm (Echinococcus multilocularis)
Fasciola hepatica (Fasciola hepatica, F. gigantica), Westerman's psyllidum (Paragonimus westermanii), Hypertrophic beetle (Fasciolopsic bruski), Pancreaticworm (Eurytrema pancreaticum, E. coelomaticum), Hepatic snail (Clonorchis sinensis), Japanese schistosome (Chistosoma) A fluke such as a japonicum, a Schistosoma haematobium (Schistosoma haematobium), or a Schistosoma mansoni (Schistosoma mansoni),
Eimeria tenella (Eimeria tenella), Eimeria acervrina (Eimeria acervulina), Eimeria brunetti (Eimeria brunetti), Eimeria maxima (Eimeria maxima), Eimeria necatrix (Eimeria necatrix), Eimeria bovis (Eimeria bovis), Eimeria bovis Eimeria species (Eimeria spp.), Such as Eimeria ovinoidalis,
Cruze Trypanosoma (Trypanosomsa cruzi), Leishmania sp. (Leishmania spp.)
, Plasmodium spp., Babesia spp., Trichomonadidae sp., Histomonas spp., Giardia sp., Toxoplasma spp., Dysentery Ameba (Entamoeba histolytica), Theileria (Theileria spp.),
And the like, but the present invention is not limited to these.

さらに、本発明化合物は、有機燐系化合物、カーバメート系化合物又はピレスロイド系化合物等の既存の殺虫剤に対して抵抗性の発達した有害生物に対しても有効である。   Furthermore, the compounds of the present invention are also effective against pests which have developed resistance to existing insecticides such as organophosphorus compounds, carbamate compounds or pyrethroid compounds.

すなわち、本発明化合物は、粘管目(トビムシ目)、網翅目(ゴキブリ目)、直翅目(バッ
タ目)、シロアリ目、総翅目(アザミウマ目)、半翅目(カメムシ目及びヨコバイ目)、鱗翅
目(チョウ目)、鞘翅目(コウチュウ目)、膜翅目(ハチ目)、双翅目(ハエ目)、等翅目(ノミ
目)及びシラミ目等の昆虫類、ダニ類、腹足類及び線虫類等に属する有害生物を低濃度で
有効に防除することが出来る。一方、本発明化合物はホ乳類、魚類、甲殻類及び益虫(ミ
ツバチ、マルハナバチ等の有用昆虫やツヤコバチ、アブラバチ、ヤドリバエ、ヒメハナカ
メムシ、カブリダニ等の天敵)に対してほとんど悪影響の無い極めて有用な特長を有して
いる。
That is, the compound of the present invention can be used in a slime order (Collembola), Reticulated order (Cockroaches), Orthoptera (Crustacea), Termite, Solanum (Thysanoptera), Hemiptera (Hemiptera) Insects and mites, such as Lepidoptera (Coleoptera), Coleoptera (Coleoptera), Hymenoptera (Lepidoptera), Diptera (Hemiptera), Isoptera (Lepidoptera) and Liceidae And pests belonging to gastropods and nematodes can be effectively controlled at low concentrations. On the other hand, the compound of the present invention is extremely useful with almost no adverse effect on mammals, fish, crustaceans and beneficial insects (useful insects such as bees and bumblebees and natural enemies such as the horned bee, wasp wasp, mistletoe, stink bug and phytophagids) It has the features.

本発明化合物を使用するにあたっては、通常適当な固体担体又は液体担体と混合し、更に所望により界面活性剤、浸透剤、展着剤、増粘剤、凍結防止剤、結合剤、固結防止剤、崩壊剤、消泡剤、防腐剤および分解防止剤等を添加して、液剤(soluble concentrate)
、乳剤(emulsifiable concentrate)、水和剤(wettable powder)、水溶剤(water soluble powder)、顆粒水和剤(water dispersible granule)、顆粒水溶剤(water soluble granule)、懸濁剤(suspension concentrate)、乳濁剤(concentrated emulsion)、サスポエマルジョン(suspoemulsion)、マイクロエマルジョン(microemulsion)、粉剤(dustable powder)、粒剤(granule)錠剤(tablet)および乳化性ゲル剤(emulsifiable gel)等任意の剤型の製剤にて実用に供することができる。また、省力化および安全性向上の観点から、上記任意の剤型の製剤を、水溶性カプセルおよび水溶性フィルムの袋等の水溶性包装体に封入して供することもできる。
When the compound of the present invention is used, it is usually mixed with a suitable solid carrier or liquid carrier and, if desired, surfactant, penetrant, spreading agent, thickener, antifreeze agent, binder, anti-caking agent , Disintegrating agents, antifoaming agents, preservatives and antidegradants etc.
Emulsifiable concentrate, wettable powder, water soluble powder, water dispersible granule, water soluble granule, suspension concentrate, Any form such as concentrated emulsion, suspoemulsion, microemulsion, dustable powder, granule tablet and emulsifiable gel These preparations can be put to practical use. Further, from the viewpoint of labor saving and safety improvement, the preparation of any of the above dosage forms can be enclosed in a water-soluble package such as a water-soluble capsule and a water-soluble film bag.

固体担体としては、例えば石英、方解石、海泡石、ドロマイト、チョーク、カオリナイト、パイロフィライト、セリサイト、ハロサイト、メタハロサイト、木節粘土、蛙目粘土、陶石、ジークライト、アロフェン、シラス、きら、タルク、ベントナイト、活性白土、酸性白土、軽石、アタパルジャイト、ゼオライトおよび珪藻土等の天然鉱物質、例えば焼成クレー、パーライト、シラスバルーン、バーミキュライト、アタパルガスクレーおよび焼成珪藻土等の天然鉱物質の焼成品、例えば炭酸マグネシウム、炭酸カルシウム、炭酸ナトリウム、炭酸水素ナトリウム、硫酸アンモニウム、硫酸ナトリウム、硫酸マグネシウム、リン酸水素二アンモニウム、リン酸二水素アンモニウムおよび塩化カリウム等の無機塩類、例えばブドウ糖、果糖、しょ糖および乳糖などの糖類、例えば澱粉、粉末セルロースおよびデキストリン等の多糖類、例えば尿素、尿素誘導体、安息香酸および安息香酸の塩等の有機物、例えば木粉、コルク粉、トウモロコシ穂軸、クルミ殻およびタバコ茎等の植物類、フライアッシュ、ホワイトカーボン(例えば、含水合成シリカ、無水合成シリカおよび含水合成シリケート等)ならびに肥料等が挙げられる。   As a solid carrier, for example, quartz, calcite, sepiolite, dolomite, chalk, kaolinite, pyrophyllite, sericite, halloysite, metahalosite, woodblock clay, lepidome clay, china stone, siclite, allophane Minerals such as Shirasu, Kira, Talc, Bentonite, Activated White Clay, Acid White Clay, Pumice, Attapulgite, Zeolite and Diatomaceous Earth, Natural Minerals such as Calcined Clay, Perlite, Shirasu Balloon, Vermiculite, Attapulgas Clay and Calcined Diatomaceous Earth Quality calcined products such as magnesium carbonate, calcium carbonate, sodium carbonate, sodium hydrogen carbonate, sodium hydrogen carbonate, ammonium sulfate, sodium sulfate, magnesium sulfate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate and ammonium chloride such as potassium chloride, eg glucose, fructose , Sugars and sugars such as lactose, polysaccharides such as starch, powdered cellulose and dextrins organics such as urea, urea derivatives, benzoic acid and salts of benzoic acid such as wood flour, cork flour, corn cob, walnut shell and Examples thereof include plants such as tobacco stalks, fly ash, white carbon (for example, hydrous synthetic silica, anhydrous synthetic silica, hydrous synthetic silicate and the like), fertilizers and the like.

液体担体としては、例えばキシレン、アルキル(CまたはC10等)ベンゼン、フェニルキシリルエタンおよびアルキル(CまたはC等)ナフタレン等の芳香族炭化水素類、マシン油、ノルマルパラフィン、イソパラフィンおよびナフテン等の脂肪族炭化水素類、ケロシン等の芳香族炭化水素と脂肪族炭化水素の混合物、エタノール、イソプロパノール、シクロヘキサノール、フェノキシエタノールおよびベンジルアルコール等のアルコール、エチレングリコール、プロピレングリコール、ジエチレングリコール、ヘキシレングリコール、ポリエチレングリコールおよびポリプロピレングリコール等の多価アルコール、プロピルセロソルブ、ブチルセロソルブ、フェニルセロソルブ、プロピレングリコールモノメチルエーテル、プロピレングリコールモノエチルエーテル、プロピレングリコールモノプロピルエーテル、プロピレングリコールモノブチルエーテルおよびプロピレングリコールモノフェニルエーテル等のエーテル、アセトフェノン、シクロヘキサノンおよびγ−ブチロラクトン等のケトン、脂肪酸メチルエステル、コハク酸ジアルキルエステル、グルタミン酸ジアルキルエステル、アジピン酸ジアルキルエステルおよびフタル酸ジアルキルエステル等のエステル、N−アルキル(C、CまたはC12等)ピロリドン等の酸アミド、大豆油、アマニ油、ナタネ油、ヤシ油、綿実油およびヒマシ油等の油脂、ジメチルスルホキシドならびに水が挙げられる。 Liquid carriers include, for example, aromatic hydrocarbons such as xylene, alkyl (C 9 or C 10 etc.) benzene, phenyl xylyl ethane and alkyl (C 1 or C 3 etc) naphthalene, machine oil, normal paraffin, isoparaffin and Aliphatic hydrocarbons such as naphthenes, mixtures of aromatic hydrocarbons and aliphatic hydrocarbons such as kerosene, alcohols such as ethanol, isopropanol, cyclohexanol, phenoxyethanol and benzyl alcohol, ethylene glycol, propylene glycol, diethylene glycol, hexylene glycol , Polyhydric alcohols such as polyethylene glycol and polypropylene glycol, propyl cellosolve, butyl cellosolve, phenyl cellosolve, propylene glycol monomethyl ether, pro Ethers such as pyrene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether and propylene glycol monophenyl ether, ketones such as acetophenone, cyclohexanone and γ-butyrolactone, fatty acid methyl esters, succinic acid dialkyl esters, glutamic acid dialkyl esters, Esters such as adipic acid dialkyl ester and phthalic acid dialkyl ester, acid amides such as N-alkyl (C 1 , C 8 or C 12 etc.) pyrrolidone etc., soybean oil, linseed oil, rapeseed oil, rapeseed oil, coconut oil, cottonseed oil, castor oil etc. Oils and fats, dimethyl sulfoxide and water.

これら固体および液体担体は、単独で用いても2種以上を併用してもよい。   These solid and liquid carriers may be used alone or in combination of two or more.

界面活性剤としては、例えばポリオキシエチレンアルキルエーテル、ポリオキシエチレンアルキル(モノまたはジ)フェニルエーテル、ポリオキシエチレン(モノ、ジまたはト
リ)スチリルフェニルエーテル、ポリオキシエチレンポリオキシプロピレンブロックコポリマー、ポリオキシエチレン脂肪酸(モノまたはジ)エステル、ソルビタン脂肪酸エステル、ポリオキシエチレンソルビタン脂肪酸エステル、ヒマシ油エチレンオキサイド付加物、アセチレングリコール、アセチレンアルコール、アセチレングリコールのエチレンオキサイド付加物、アセチレンアルコールのエチレンオキサイド付加物およびアルキルグリコシド等のノニオン性界面活性剤、アルキル硫酸エステル塩、アルキルベンゼンスルホン酸塩、リグニンスルホン酸塩、アルキルスルホコハク酸塩、ナフタレンスルホン酸塩、アルキルナフタレンスルホン酸塩、ナフタレンスルホン酸のホルマリン縮合物の塩、アルキルナフタレンスルホン酸のホルマリン縮合物の塩、ポリオキシエチレンアルキルエーテル硫酸または燐酸エステル塩、ポリオキシエチレン(モノまたはジ)アルキルフェニルエーテル硫酸または燐酸エステル塩、ポリオキシエチレン(モノ、ジまたはトリ)スチリルフェニルエーテル硫酸または燐酸エステル塩、ポリカルボン酸塩(例えば、ポリアクリル酸塩、ポリマレイン酸塩およびマレイン酸とオレフィンとの共重合物等)およびポリスチレンスルホン酸塩等のアニオン性界面活性剤、アルキルアミン塩およびアルキル4級アンモニウム塩等のカチオン性界面活性剤、アミノ酸型およびベタイン型等の両性界面活性剤、シリコーン系界面活性剤ならびにフッ素系界面活性剤が挙げられる。
As the surfactant, for example, polyoxyethylene alkyl ether, polyoxyethylene alkyl (mono or di) phenyl ether, polyoxyethylene (mono, di or tri) styryl phenyl ether, polyoxyethylene polyoxypropylene block copolymer, polyoxy Ethylene fatty acid (mono or di) ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, castor oil ethylene oxide adduct, acetylene glycol, acetylene alcohol, ethylene oxide adduct of acetylene glycol, ethylene oxide adduct of acetylene alcohol and alkyl Nonionic surfactants such as glycosides, alkyl sulfates, alkyl benzene sulfonates, lignin sulfonates, Kylsulfosuccinate, naphthalenesulfonate, alkylnaphthalenesulfonate, salt of formalin condensate of naphthalenesulfonic acid, salt of formalin condensate of alkylnaphthalenesulfonic acid, polyoxyethylene alkyl ether sulfate or phosphate ester salt, polyoxy acid Ethylene (mono or di) alkyl phenyl ether sulfuric acid or phosphoric acid ester salt, polyoxyethylene (mono, di or tri) styryl phenyl ether sulfuric acid or phosphoric acid ester salt, polycarboxylic acid salt (eg polyacrylate, polymaleate and Anionic surfactants such as copolymers of maleic acid and olefins etc.) and polystyrene sulfonates, cationic surfactants such as alkylamine salts and alkyl quaternary ammonium salts, amino acid type and bethay Amphoteric surfactants such as mold, and silicone-based surfactants and fluorinated surfactants.

これら界面活性剤の含有量は、特に限定されるものではないが、本発明の製剤100重量部に対し、通常0.05〜20重量部の範囲が望ましい。また、これら界面活性剤は、単独で用いても2種以上を併用してもよい。   The content of these surfactants is not particularly limited, but the range of 0.05 to 20 parts by weight is usually desirable with respect to 100 parts by weight of the preparation of the present invention. These surfactants may be used alone or in combination of two or more.

本発明化合物の施用薬量は適用場面、施用時期、施用方法、栽培作物等により差異は有るが、一般には有効成分量としてヘクタール(ha)当たり0.005〜50kg程度が適当
である。
Although the dose of the compound of the present invention varies depending on the application scene, application time, application method, cultivated crop, etc., generally, about 0.005 to 50 kg per hectare (ha) is appropriate as the amount of the active ingredient.

一方、家畜及び愛玩動物としての哺乳動物および鳥類の外部又は内部寄生虫の防除に本発明化合物を使用するにあたっては、有効量の本発明化合物を製剤用添加物とともに経口投与、注射(筋肉内、皮下、静脈内、腹腔内)などの非経口投与;浸漬、スプレー、入浴、洗浄、滴下(pouring-on)およびスポッティング(spotting-on)並びにダスティング(dusting)などの経皮投与;経鼻投与により投与することができる。本発明化合物はまた、細
片、プレート、バンド、カラー、イヤー・マーク(ear mark)、リム(limb)・バンド、標識装置などを用いた成形製品により投与することができる。投与にあたっては本発明化合物を投与経路に適した任意の剤型とすることができる。
On the other hand, when using the compound of the present invention for controlling ecto- or endoparasites of mammals and birds as domestic animals and pets, an effective amount of the compound of the present invention is orally administered along with pharmaceutical additives, injection (intramuscular, Parenteral administration such as subcutaneous, intravenous, intraperitoneal); transdermal administration such as immersion, spray, bathing, washing, pouring-on and spotting-on and dusting; nasal administration It can be administered by The compounds of the present invention can also be administered in shaped articles using strips, plates, bands, collars, ear marks, limbs bands, labeling devices and the like. For administration, the compound of the present invention can be in any form suitable for the administration route.

調製される任意の剤型としては、粉剤、粒剤、水和剤、ペレット、錠剤、大丸薬、カプセル剤、活性化合物を含む成形製品などの固体調製物;注射用液剤、経口用液剤、皮膚上または体腔中に用いる液剤;滴下(Pour-on)剤、点下(Spot-on)剤、フロアブル剤、乳剤
などの溶液調製物;軟膏剤、ゲルなどの半固体調製物などが挙げられる。
The optional preparations to be prepared include powders, granules, wettable powders, pellets, tablets, large pills, capsules, solid preparations such as molded products containing the active compounds; injectable solutions, oral solutions, skin Solutions used in the upper or body cavity; solution preparations such as drops (Pour-on), spot-on agents, flowables, emulsions etc .; semi-solid preparations such as ointments, gels etc.

固体調製物は、主に経口投与あるいは水などで希釈して経皮投与にあるいは環境処理にて用いることができる。固体調製物は、活性化合物を必要ならば補助剤を加えて適当な賦形剤と共に混合し、そして所望の形状に変えることにより調製できる。適当な賦形剤としては、例えば炭酸塩、炭酸水素塩、リン酸塩、酸化アルミニウム、シリカ、粘土などの無機物質、糖、セルロース、粉砕された穀物、澱粉などの有機物質がある。   The solid preparation can be used mainly for oral administration or dilution with water etc. for transdermal administration or environmental treatment. Solid preparations can be prepared by mixing the active compounds, if necessary with the addition of auxiliaries, with suitable excipients and converting into the desired form. Suitable excipients include, for example, mineral substances such as carbonates, bicarbonates, phosphates, aluminum oxide, silica, clays, etc., organic substances such as sugars, celluloses, ground grains, starches and the like.

注射用液剤は、静脈内、筋肉内および皮下に投与できる、注射用液剤は、活性化合物を適当な溶媒に溶解させ、そして必要ならば可溶化剤、酸、塩基、緩衝用塩、酸化防止剤および保護剤などの添加剤を加えることにより調製できる。適当な溶媒としては、水、エタノール、ブタノール、ベンジルアルコール、グリセリン、プロピレングリコール、ポリエチレングリコール、N−メチルピロリドン並びにこれらの混合物、生理学的に許容しうる
植物油、注射に適する合成油などがあげられる。可溶化剤としては、ポリビニルピロリドン、ポリオキシエチル化されたヒマシ油およびポリオキシエチル化されたソルビタンエステルなどがあげられる。保護剤には、ベンジルアルコール、トリクロロブタノール、p−ヒドロキシ安息香酸エステルおよびn−ブタノールなどがある。
Injectable solutions can be administered intravenously, intramuscularly and subcutaneously. Injectable solutions dissolve the active compound in a suitable solvent, and, if necessary, solubilizers, acids, bases, buffer salts, antioxidants It can be prepared by adding an additive such as a protective agent. Suitable solvents include water, ethanol, butanol, benzyl alcohol, glycerin, propylene glycol, polyethylene glycol, N-methyl pyrrolidone and mixtures thereof, physiologically acceptable vegetable oils, synthetic oils suitable for injection and the like. Examples of solubilizers include polyvinyl pyrrolidone, polyoxyethylated castor oil and polyoxyethylated sorbitan ester. Protecting agents include benzyl alcohol, trichlorobutanol, p-hydroxybenzoic acid esters and n-butanol.

経口液剤は直接または希釈して投与することができる。注射用液剤と同様に調製することができる。   Oral solutions can be administered either directly or diluted. It can be prepared in the same manner as the injectable solution.

フロアブル剤、乳剤、などは直接または希釈して経皮的に、または環境処理にて投与できる。   The flowables, emulsions, etc. can be administered directly or diluted transdermally, or in an environmental process.

皮膚上で用いる液剤は、滴下し、広げ、すり込み、噴霧し、散布するか、または浸漬(浸漬、入浴または洗浄)により塗布することにより投与できる。これらの液剤は注射用液剤と同様に調製できる。   The solution used on the skin can be administered by instillation, spreading, rubbing, spraying, spreading or by application by immersion (immersion, bathing or washing). These solutions can be prepared in the same manner as injectable solutions.

滴下(Pour-on)剤および点下(Spot-on)剤は皮膚の限定された場所に滴下するか、または噴霧し、これにより活性化合物を皮膚に浸漬させそして全身的に作用させることができる。滴下剤および点下剤は、有効成分を適当な皮膚適合性溶媒または溶媒混合物に溶解するか、懸濁させるかまたは乳化することにより調製できる。必要ならば、界面活性剤、着色剤、吸収促進物質、酸化防止剤、光安定剤および接着剤などの補助剤を加えてもよい。   Drop-on (Pour-on) and Spot-on agents can be dropped or sprayed onto confined areas of the skin, which allows the active compound to soak in the skin and act systemically. . Drops and point drops can be prepared by dissolving, suspending or emulsifying the active ingredient in a suitable skin compatible solvent or solvent mixture. If necessary, adjuvants such as surfactants, colorants, absorption promoting substances, antioxidants, light stabilizers and adhesives may be added.

適当な溶媒としては、水、アルカノール、グリコール、ポリエチレングリコール、ポリプロピレングリコール、グリセリン、ベンジルアルコール、フェニルエタノール、フェノキシエタノール、酢酸エチル、酢酸ブチル、安息香酸ベンジル、ジプロピレングリコールモノメチルエーテル、ジエチレングリコールモノブチルエーテル、アセトン、メチルエチルケトン、芳香族および/または脂肪族炭化水素、植物または合成油、DMF、流動パラフィン、軽質流動パラフィン、シリコーン、ジメチルアセトアミド、N−メチルピロリドンまたは2,2−ジメチル−4−オキシ−メチレン−1,3−ジオキソランが挙げられる。吸収促進物質には、DMSO、ミリスチン酸イソプロピル、ペラルゴン酸ジプロピレングリコール、シリコーン油、脂肪族エステル、トリグリセリドおよび脂肪アルコールが挙げられる。酸化防止剤には、亜硫酸塩、メタ重亜硫酸塩、アスコルビン酸、ブチルヒドロキシトルエン、ブチルヒドロキシアニソールおよびトコフェロールが挙げられる。   Suitable solvents include water, alkanol, glycol, polyethylene glycol, polypropylene glycol, glycerin, benzyl alcohol, phenylethanol, phenoxyethanol, ethyl acetate, butyl acetate, benzyl benzoate, dipropylene glycol monomethyl ether, diethylene glycol monobutyl ether, acetone, Methyl ethyl ketone, aromatic and / or aliphatic hydrocarbons, vegetable or synthetic oils, DMF, liquid paraffin, light liquid paraffin, silicone, dimethylacetamide, N-methylpyrrolidone or 2,2-dimethyl-4-oxy-methylene-1, 3-dioxolane is mentioned. Absorption enhancers include DMSO, isopropyl myristate, dipropylene glycol pelargonate, silicone oils, fatty esters, triglycerides and fatty alcohols. Antioxidants include sulfite, metabisulfite, ascorbic acid, butylhydroxytoluene, butylhydroxyanisole and tocopherol.

乳剤は、経口投与、経皮投与または注射として投与できる。乳剤は、有効成分を疎水性相または親水性相に溶解させ、このものを適当な乳化剤により、必要ならばさらに着色剤、吸収促進物質、保護剤、酸化防止剤、遮光剤および増粘物質などの補助剤と共に他の相の溶媒と均質化することにより調製できる。   The emulsion can be administered orally, dermally or as an injection. In the emulsion, the active ingredient is dissolved in the hydrophobic phase or the hydrophilic phase, and this is mixed with a suitable emulsifying agent, if necessary, such as coloring agents, absorption promoting substances, protecting agents, antioxidants, light shielding agents and thickening substances, etc. And the auxiliaries of the present invention by homogenization with the solvent of the other phase.

疎水性相(油)としては、パラフィン油、シリコーン油、ゴマ油、アーモンド油、ヒマシ油、合成トリグリセリド、ステアリン酸エチル、アジピン酸ジーn−ブチリル、ラウリル酸ヘキシル、ペラルゴン酸ジプロピレングリコール、分枝鎖状の短鎖長脂肪酸と鎖長C16〜C18の飽和脂肪酸とのエステル、ミリスチン酸イソプロピル、パルミチン酸イソプロピル、鎖長C12〜C18の飽和脂肪アルコールのカプリル/カプリン酸エステル、ステアリン酸イソプロピル、オレイン酸オレイル、オレイン酸デシル、オレイン酸エチル、乳酸エチル、ワックス状脂肪酸エステル、フタル酸ジブチル、アジピン酸ジイソプロピル、イソトリデシルアルコール、2−オクチルドデカノール、セチルステアリルアルコール、オレイルアルコールが挙げられる。   As the hydrophobic phase (oil), paraffin oil, silicone oil, sesame oil, almond oil, castor oil, synthetic triglyceride, ethyl stearate, di n-butyryl adipate, hexyl laurate, dipropylene glycol pelargonate, branched chain Of long-chain short-chain fatty acids and saturated fatty acids of chain length C16 to C18, isopropyl myristate, isopropyl palmitate, caprylic / capric esters of saturated fatty alcohols of chain length C12 to C18, isopropyl stearate, oleyl oleate , Decyl oleate, ethyl oleate, ethyl lactate, waxy fatty acid ester, dibutyl phthalate, diisopropyl adipate, isotridecyl alcohol, 2-octyldodecanol, cetyl stearyl alcohol, oleyl alcohol It is.

親水性相としては、水、プロピレングリコール、グリセリン、ソルビトールが挙げられる。   The hydrophilic phase includes water, propylene glycol, glycerin and sorbitol.

乳化剤としては、ポリオキシエチル化されたヒマシ油、ポリオキシエチル化されたモノオレフィン酸ソルビタン、モノステアリン酸ソルビタン、モノステアリン酸グリセリン、ステアリン酸ポリオキシエチル、アルキルフェノールポリグリコールエーテルなどの非イオン性界面活性剤;N−ラウリル−β−イミノジプロピオン酸二ナトリウム、レシチンなどの両性界面活性剤;ラウリル硫酸ナトリウム、脂肪アルコール硫酸エーテル、モノ/ジアルキルポリグリコールオルトリン酸エステルのモノエタノールアミン塩などの陰イオン性界面活性剤;塩化セチルトリメチルアンモニウムなどの陽イオン性界面活性剤などが挙げられる。   As an emulsifier, nonionic interface such as polyoxyethylated castor oil, polyoxyethylated sorbitan monoolefin acid, sorbitan monostearate, glyceryl monostearate, polyoxyethyl stearate, alkylphenol polyglycol ether, etc. Activators; Amphoteric surfactants such as N-lauryl-β-iminodipropionate disodium, lecithin etc .; Anions such as sodium lauryl sulfate, fatty alcohol sulfate ether, monoethanolamine salt of mono / dialkyl polyglycol orthophosphate ester etc. Cationic surfactants such as cetyltrimethylammonium chloride and the like.

他の補助剤として、カルボキシメチルセルロース、メチルセルロース、ポリアクリレート、アルギネート、ゼラチン、アラビアゴム、ポリビニルピロリドン、ポリビニルアルコール、メチルビニルエーテル、無水マレイン酸の共重合体、ポリエチレングリコール、ワックス、コロイド状シリカが挙げられる。   Other adjuvants include carboxymethylcellulose, methylcellulose, polyacrylates, alginates, gelatin, gum arabic, polyvinyl pyrrolidone, polyvinyl alcohol, methyl vinyl ether, copolymers of maleic anhydride, polyethylene glycol, waxes, colloidal silica.

半固体調製物は皮膚上に塗布するか、もしくは広げるか、または体腔中に導入することにより投与できる。ゲルは注射用液剤について上記したように調製した溶液に、軟膏状の粘稠性を有する透明な物質を生じさせるに十分なシックナーを加えることにより調製できる。   Semi-solid preparations can be administered by spreading or spreading on the skin or by introduction into body cavities. Gels can be prepared by adding to a solution, prepared as described above for injectable solutions, a thickener which is sufficient to give a clear material with an ointment-like consistency.

次に本発明化合物を用いる場合の製剤の配合例を示す。但し本発明の配合例は、これらのみに限定されるものではない。なお、以下の配合例において「部」は重量部を意味する。   Next, formulation examples of the preparation in the case of using the compound of the present invention will be shown. However, the formulation examples of the present invention are not limited to these. In the following formulation examples, "parts" means parts by weight.

〔水和剤〕
本発明化合物 0.1〜80部
固体担体 5〜98.9部
界面活性剤 1〜10部
その他 0〜5部
その他として、例えば固結防止剤、分解防止剤等が挙げられる。
[Wettable powder]
The compound of the present invention 0.1 to 80 parts Solid carrier 5 to 98.9 parts Surfactant 1 to 10 parts Others 0 to 5 parts Others include, for example, anti-caking agents, anti-degradants and the like.

〔乳 剤〕
本発明化合物 0.1〜30部
液体担体 45〜95部
界面活性剤 4.9〜15部
その他 0〜10部
その他として、例えば展着剤、分解防止剤等が挙げられる。
[Milk agent]
The compound of the present invention 0.1 to 30 parts Liquid carrier 45 to 95 parts Surfactant 4.9 to 15 parts Others 0 to 10 parts Other examples include spreading agents, antidegradants and the like.

〔懸濁剤〕
本発明化合物 0.1〜70部
液体担体 15〜98.89部
界面活性剤 1〜12部
その他 0.01〜30部
その他として、例えば凍結防止剤、増粘剤等が挙げられる。
[Suspension agent]
The compound of the present invention 0.1 to 70 parts Liquid carrier 15 to 98.89 parts Surfactant 1 to 12 parts Others 0.01 to 30 parts Besides, for example, antifreeze agents, thickeners and the like can be mentioned.

〔顆粒水和剤〕
本発明化合物 0.1〜90部
固体担体 0〜98.9部
界面活性剤 1〜20部
その他 0〜10部
その他として、例えば結合剤、分解防止剤等が挙げられる。
[Granular wettable powder]
The compound of the present invention 0.1 to 90 parts Solid carrier 0 to 98.9 parts Surfactant 1 to 20 parts Others 0 to 10 parts Other examples include binders, antidegradants and the like.

〔液 剤〕
本発明化合物 0.01〜70部
液体担体 20〜99.99部
その他 0〜10部
その他として、例えば凍結防止剤、展着剤等が挙げられる。
[Liquid agent]
The compound of the present invention 0.01 to 70 parts Liquid carrier 20 to 99.99 parts Others 0 to 10 parts Others include, for example, antifreeze agents, spreading agents and the like.

〔粒 剤〕
本発明化合物 0.01〜80部
固体担体 10〜99.99部
その他 0〜10部
その他として、例えば結合剤、分解防止剤等が挙げられる。
[Particulate agent]
The compound of the present invention 0.01 to 80 parts solid carrier 10 to 99.99 parts others 0 to 10 parts Other examples include binders, decomposition inhibitors and the like.

〔粉 剤〕
本発明化合物 0.01〜30部
固体担体 65〜99.99部
その他 0〜5部
その他として、例えばドリフト防止剤、分解防止剤等が挙げられる。
[Powder]
The compound of the present invention 0.01 to 30 parts solid carrier 65 to 99.99 parts others 0 to 5 parts Other examples include antidrift agents, antidegradants and the like.

次に、本発明化合物を有効成分とする製剤例をより具体的に示すが、本発明はこれらに限定されるものではない。   Next, formulation examples containing the compound of the present invention as an active ingredient are more specifically shown, but the present invention is not limited thereto.

尚、以下の配合例において、「部」は重量部を意味する。   In the following formulation examples, "parts" means parts by weight.

〔配合例1〕水和剤
本発明化合物No.1-004 20部
パイロフィライト 74部
ソルポール5039 4部
(非イオン性界面活性剤とアニオン性界面活性剤との混合物:東邦化学工業(株)商品名)
カープレックス#80D 2部
(合成含水珪酸:塩野義製薬(株)商品名)
以上を均一に混合粉砕して水和剤とする。
[Composition Example 1] Wetting agent Compound of the present invention No. 1-004 20 parts Pyrophyllite 74 parts Solpol 5039 4 parts (a mixture of a nonionic surfactant and an anionic surfactant: Toho Chemical Industry Co., Ltd. Product name)
Carplex # 80 D 2 parts (Synthetic hydrous silica: trade name of Shionogi & Co., Ltd.)
The above is uniformly mixed and pulverized to obtain a wettable powder.

〔配合例2〕乳 剤
本発明化合物No.1-004 5部
キシレン 75部
N−メチルピロリドン 15部
ソルポール2680 5部
(非イオン性界面活性剤とアニオン性界面活性剤との混合物:東邦化学工業(株)商品名)
以上を均一に混合して乳剤とする。
[Composition Example 2] Dairy agent Compound of the present invention No. 1-004 5 parts Xylene 75 parts N-methylpyrrolidone 15 parts Solpol 2680 5 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical Industry Co., Ltd. (Trade name)
The above is uniformly mixed to obtain an emulsion.

〔配合例3〕懸濁剤
本発明化合物No.1-004 25部
アグリゾールS−710 10部
(非イオン性界面活性剤:花王(株)商品名)
ルノックス1000C 0.5部
(アニオン性界面活性剤:東邦化学工業(株)商品名)
キサンタンガム 0.2部
水 64.3部
以上を均一に混合した後、湿式粉砕して懸濁剤とする。
Formulation Example 3 Suspension Agent Compound of the Invention No. 1-004 25 parts Agrisol S-710 10 parts (nonionic surfactant: trade name of Kao Corporation)
Runox 1000 C 0.5 part (anionic surfactant: Toho Chemical Industry Co., Ltd. trade name)
Xanthan gum 0.2 parts Water 64.3 parts The above are uniformly mixed, and then wet-pulverized to obtain a suspension.

〔配合例4〕顆粒水和剤
本発明化合物No.1-004 75部
ハイテノールNE-15 5部
(アニオン性界面活性剤:第一工業製薬(株)商品名)
バニレックスN 10部
(アニオン性界面活性剤:日本製紙(株)商品名)
カープレックス#80D 10部
(合成含水珪酸:塩野義製薬(株)商品名)
以上を均一に混合粉砕した後、少量の水を加えて攪拌混合し、押出式造粒機で造粒し、乾燥して顆粒水和剤とする。
[Composition Example 4] Granulated water-dispersible powder of the present invention Compound No. 1-004 75 parts High tenol NE-15 5 parts (anionic surfactant: Daiichi Kogyo Seiyaku Co., Ltd. trade name)
Vanillex N 10 parts (anionic surfactant: Nippon Paper Industries Co., Ltd. trade name)
Carplex # 80 D 10 parts (synthetic hydrous silica: trade name of Shionogi & Co., Ltd.)
After uniformly mixing and grinding the above, a small amount of water is added, and the mixture is stirred and mixed, granulated with an extrusion granulator, and dried to give a water dispersible powder.

〔配合例5〕粒 剤
本発明化合物No.1-004 5部
ベントナイト 50部
タルク 45部
以上を均一に混合粉砕した後、少量の水を加えて攪拌混合し、押出式造粒機で造粒し、乾燥して粒剤とする。
[Composition Example 5] Granules The present invention compound No. 1-004 5 parts Bentonite 50 parts Talc 45 parts The above are uniformly mixed and crushed, and then a small amount of water is added and stirred and mixed, and granulation is carried out using an extrusion granulator. And dry to make granules.

〔配合例6〕粉 剤
本発明化合物No.1-004 3部
カープレックス#80D 0.5部
(合成含水珪酸:塩野義製薬(株)商品名)
カオリナイト 95部
リン酸ジイソプロピル 1.5部
以上を均一に混合粉砕して粉剤とする。
[Composition Example 6] Powdered compound of the present invention Compound No. 1-004 3 parts Carplex # 80 D 0.5 parts (synthetic water-containing silicic acid: trade name of Shionogi & Co., Ltd.)
95 parts of kaolinite and 1.5 parts of diisopropyl phosphate are mixed and ground uniformly to form a powder.

使用に際しては、上記製剤を水で1〜10000倍に希釈して、又は希釈せずに直接散布する。   In use, the formulation is directly dispersed 1 to 10000-fold diluted with water or undiluted.

〔配合例7〕水和剤調製物
本発明化合物No.1-004 25部
ジイソブチルナフタレンスルホン酸ナトリウム 1部
n−ドデシルベンゼンスルホン酸カルシウム 10部
アルキルアリール ポリグリコールエーテル 12部
ナフタレンスルホン酸ホルマリン縮合物のナトリウム塩 3部
エマルジョン型シリコーン 1部
二酸化ケイ素 3部
カオリン 45部
〔配合例8〕水溶性濃厚剤調製物
本発明化合物No.1-004 20部
ポリオキシエチレンラウリルエーテル 3部
ジオクチルスルホコハク酸ナトリウム 3.5部
ジメチルスルホキシド 37部
2−プロパノール 36.5部
〔配合例9〕噴霧用液剤
本発明化合物No.1-004 2部
ジメチルスルホキシド 10部
2−プロパノール 35部
アセトン 53部
〔配合例10〕経皮投与用液剤
本発明化合物No.1-004 5部
ヘキシレングリコール 50部
イソプロパノール 45部
〔配合例11〕経皮投与用液剤
本発明化合物No.1-004 5部
プロピレングリコールモノメチルエーテル 50部
ジプロピレングリコール 45部
〔配合例12〕経皮投与(滴下)用液剤
本発明化合物No.1-004 2部
軽質流動パラフィン 98部
〔配合例13〕経皮投与(滴下)用液剤
本発明化合物No.1-004 2部
軽質流動パラフィン 58部
オリーブ油 30部
ODO−H 9部
信越シリコーン 1部
また、本発明化合物を農薬として使用する場合には、必要に応じて製剤時又は散布時に他種の除草剤、各種殺虫剤、殺ダニ剤、殺線虫剤、殺菌剤、植物生長調節剤、共力剤、肥料、土壌改良剤等と混合施用しても良い。
[Composition Example 7] Wetting agent preparation Compound No. 1-004 of the present invention 25 parts sodium diisobutyl naphthalene sulfonate 1 part calcium n-dodecyl benzene sulfonate 10 parts alkyl aryl polyglycol ether 12 parts naphthalene sulfonic acid formalin condensate Sodium salt 3 parts Emulsion silicone 1 part Silicon dioxide 3 parts Kaolin 45 parts [Composition Example 8] Water-soluble thickener preparation Compound No. 1-004 20 parts polyoxyethylene lauryl ether 3 parts sodium dioctyl sulfosuccinate 5 parts dimethyl sulfoxide 37 parts 2-propanol 36.5 parts [Composition Example 9] Compound for spraying of the present invention Compound No. 1-004 2 parts Dimethyl sulfoxide 10 parts 2-Propanol 35 parts Acetone 53 parts [Composition example 10] Transdermal Liquid preparation for administration Compound of the present invention No. 1-004 5 Part Hexylene glycol 50 parts Isopropanol 45 parts [Composition Example 11] Liquid preparation for transdermal administration The present compound No. 1-004 5 parts Propylene glycol monomethyl ether 50 parts Dipropylene glycol 45 parts [Composition example 12] Transdermal administration (droplet ) Liquid agent of the present invention Compound No. 1-004 2 parts Light liquid paraffin 98 parts [Compounding example 13] Liquid preparation for transdermal administration (dropping) Liquid compound of the present invention No. 1-004 2 parts Light liquid paraffin 58 parts Olive oil 30 parts ODO -H 9 parts Shin-Etsu Silicone 1 part In addition, when the compound of the present invention is used as an agrochemical, other types of herbicides, various insecticides, acaricides, nematocides, at the time of formulation or at the time of spraying, as necessary. It may be mixed and applied with fungicides, plant growth regulators, synergists, fertilizers, soil conditioners and the like.

特に他の農薬あるいは植物ホルモンと混合施用することにより、施用薬量の低減による低コスト化、混合薬剤の相乗作用による殺虫スペクトラムの拡大やより高い有害生物防除効果が期待できる。この際、同時に複数の公知農薬との組み合わせも可能である。本発明化合物と混合使用する農薬の種類としては、例えばクロップ・プロテクション・ハンドブック(Crop Protection Handbook)2005年版に記載されている化合物等が挙げられる。具体的にその一般名を例示すれば次の通りであるが、必ずしもこれらのみに限定されるものではない。   In particular, by applying mixedly with other pesticides or plant hormones, it is possible to expect cost reduction due to reduction of applied dose, expansion of insecticidal spectrum by synergy of mixed drugs, and higher pest control effect. At this time, a combination with a plurality of known pesticides is also possible simultaneously. Examples of the type of pesticide used in combination with the compound of the present invention include the compounds described in the 2005 edition of Crop Protection Handbook. Specific examples of the common names are as follows, but are not necessarily limited to these.

殺菌剤:アシベンゾラルーS−メチル(acibenzolar-S-methyl)、アシルアミノベンザミド(acylaminobenzamide)、アシペタックス(acypetacs)、アルジモルフ(aldimorph)、アミスルブロム(amisulbrom)、アンバム(amobam)、アムプロピルホス(ampropyfos)、アニラジン(anilazine)、アザコナゾール(azaconazole)、アジチラム(azithiram)、アゾ
キシストロビン(azoxystrobin)、バリウムポリサルファイド(barium polysulfide)、ベナラキシル(benalaxyl)、ベノダニル(benodanil)、ベノミル(benomyl)、ベンキノ
ックス(benquinox)、ベンタルロン(bentaluron)、ベンチアバリカルブ(benthiavalicarb)、ベンチアゾール(benthiazole)、ベンザマクリル(benzamacril)、ベンズアモルフ(benzamorf)、ベトキサジン(bethoxazine)、ビナパクリル(binapacryl)、ビフェニル(biphenyl)、ビテルタノール(bitertanol)、ブラストサイジン−S(blasticidin-S)、
ボルドー液(bordeaux mixture)、ボスカリド(boscalid)、ブロモコナゾール(bromoconazole)、ブピリメート(bupirimate)、ブチオベート(buthiobate)、カルシウムポリ
スルフィド(calcium polysulfide)、キャプタフォール(captafol)、キャプタン(captan)、カルプロパミド(carpropamid)、カルバモルフ(carbamorph)、カルベンダジン(carbendazim)、カルボキシン(carboxin)、カルボン(carvone)、チェシュントミクスチャ(cheshunt mixture)、キノメチオネート(chinomethionat)、クロベンチアゾン(chlobenthiazone)、クロラニフォルメタン(chloraniformethane)、クロラニル(chloranil)、クロルフェナゾール(chlorfenazol)、クロロネブ(chloroneb)、クロロピクリン(chlo
ropicrin)、クロロタロニル(chlorothalonil)、クロロキノックス(chlorquinox)、クロゾリネート(chlozolinate)、クリムバゾール(climbazole)、クロトリマゾール(clotrimazole)、カッパーアセテイト(copper acetate)、塩基性炭酸銅(copper carbonate, basic)、水酸化第二銅(copper hydroxide)、カッパーナフタレン(copper naphthenate)、カッ
パーオルアイト(copper oleate)、カッパーオキシクロリド(copper oxychloride)、硫
酸銅(copper sulfate)、塩基性硫酸銅(copper sulfate, basic)、カッパージンククロメ
イト(copper zinc chromate)、クフラネブ(cufraneb)、クプロバム(cuprobam)、シアゾファミド(cyazofamid)、シクラフルアミド(cyclafuramid)、シクロヘキシミド(cycloheximide)、シフルフェナミド(cyflufenamid)、シモキサニル(cymoxanil)、サイペンダゾール(cypendazole)、シプロコナゾール(cyproconazol)、シプロジニル(cyprodinil)、
シプロフラム(cyprofuram)、ダゾメット(dazomet)、デバカルブ(debacarb)、デカフ
ェンチン(decafentin)、デハイドロアセテイト(dehydroacetic acid)、ジクロフルアニド(dichlofluanid)、ジクロン(dichlone)、ジクロロフェン(dichlorophen)、ジクロゾ
リン(dichlozoline)、ジクロブトラゾール(diclobutrazol)、ジクロシメット(diclocymet)、ジクロメジン(diclomedine)、ジクロラン(dicloran)、ジエトフェンカルブ(diethofencarb)、ジフェノコナゾール(difenoconazole)、ジフルメトリン(diflumetorim)、ジメチリモール(dimethirimol)、ジメトモルフ(dimethomorph)、ジモキシス
トロビン(dimoxystrobin)、ジニコナゾール(diniconazole)、ジニコナゾール−M(diniconazole-M)、ジノブトン(dinobuton)、ジノカップ(dinocap)、ジノカップ−4(dinocap-4)、ジノカップ−6(dinocap-6)、ジノクトン(dinocton)、ジノスルフォン(dinosulfon)、ジノテルボン(dinoterbon)、ジフェニルアミン(diphenylamine)、ジピリチオン(dipyrithione)、ジタリムホス(ditalimfos)、ジチアノン(dithianon)、ドデモルフ
(dodemorph)、ドジン(dodine)、ドラゾクソロン(drazoxolon)、エデフェノホス(edifenphos)、エポキシコナゾール(epoxiconazole)、エタコナゾール(etaconazole)
、エテム(etem)、エチリモル(ethirimol)、エトキシキン(ethoxyquin)、エトリジアノ
ール(etridiazole)、ファモキサゾン(famoxadone)、フェナリモル(fenarimol)、フェブコナゾール(febuconazole)、フェナミドン(fenamidone)、フェナミノスルフ(fenaminosulf)、フェナパニル(fenapanil)、フェンダゾスラム(fendazosulam)、フェンフラ
ム(fenfuram)、フェンヘキサミド(fenhexamid)、フェニトロパン(fenitropan)、フェノキサニル(fenoxanil)、フェンピクロニル(fenpiclonil)、フェンプロピジン(fenpropidin)、フェンプロピモルフ(fenpropimorph)、フェンチン(fentin)、フェルバン(ferbam)、フェリムゾン(ferimzone)、フルアジナム(fluazinam)、フルジオキソニル(fludioxonil)、フルメトベル(flumetover)、フルモルフ(flumorph)、フルオロイミド
(fluoroimide)、フルオトリマゾール(fluotrimazole)、フルオキサストロビン(fluoxastrobin)、フルキンコナゾール(fluquinconazole)、フルシラゾール(flusilazole)、
フルスルファミド(flusulfamide)、フルトラニル(flutolanil)、フルトリアフォール(flutriafol)、フォルペット(folpet)、フォセチル−アルミニウム(fosetyl-aluminium)、フベリダゾール(fuberidazole)、フララキシル(furalaxyl)、フラメトピル(furametpyr)、フルカルバニル(furcarbanil)、フルコナゾール(furconazole)、フルコナゾール−シス(furconazole-cis)、フルメシクロックス(furmecyclox)、フルファネート(furphanate)、グリオジン(glyodin)、グリセオフルビン(griseofulvin)、グアザチン(guazatine)、ハラクリネイト(halacrinate)、ヘキサクロロベンゼン(hexachlorobenzene)、ヘキサコナゾール(hexaconazole)、ヘキシルチオフォス(hexylthiofos)、ハイドロキシキノリン サルフェイト(8-hydroxyquinoline sulfate)、ヒメキサゾール(hymexazol)
、イマザリル(imazalil)、イミベンコナゾール(imibenconazole)、イミノクタジン(iminoctadine)、イプコナゾール(ipconazole)、イプロベンホス(iprobenfos)、イプロジオン(iprodione)、イプロバリカルブ(iprovalicarb)、イソプロチオラン(isoprothiolane)、イソバレジオン(isovaledione)、カスガマイシン(kasugamycin)、クレソキシム−メチル(kresoxim-methyl)、マンカッパー(mancopper)、マンコゼブ(mancozeb)、マンネブ(maneb)、メベニル(mebenil)、メカルビンジド(mecarbinzid)、メ
パニピリム(mepanipyrim)、メプロニル(mepronil)、メタラキシル(metalaxyl)、メタラキシル−M(metalaxyl-M)、メタム(metam)、メタゾキソロン(metazoxolon)、
メトコナゾール(metconazole)、メタスルホカルブ(methasulfocarb)、メトフロキサム
(methfuroxam)、メチルイソチオシアネイト(methyl isothiocyanate)、メチラム(metiram)、メトミノストロビン(metominostrobin)、メトラフェノン(metrafenone)、
メトスルフォバックス(metsulfovax)、ミルネブ(milneb)、ミクロブタニル(myclobutanil)、ミクロゾリン(myclozolin)、ナバム(nabam)、ナタマイシン(natamycin)
、ニッケルビス(ジメチルジチオカーバメート)(nickel bis(dimethyldithiocarbamate))、ニトロスチレン(nitrostyrene)、ニトロタール−イソプロピル(nitrothal-isopropyl)、ヌアリモル(nuarimol)、オーシーエイチ(OCH)、オクチリノン(octhilinone)、オフレース(ofurace)、オリサストロビン(orysastrobin)、オキサジキシル(oxadixyl)、有機銅(oxine copper)、オキシカルボキシン(oxycarboxin)、オキスポコナゾールフマール酸塩(oxpoconazole fumarate)、ペフラゾエート(pefurzoate)、ペン
コナゾール(penconazole)、ペンシクロン(pencycuron)、ペンチオピラド(penthiopyrad)、オルソフェニルフェノール(o-phenylphenol)、フォスジフェン(phosdiphen)
、フタライド(phthalide)、ピコキシストロビン(picoxystrobin)、ピペラリン(piperalin)、ポリカーバメート(polycarbamate)、ポリオキシン(polyoxins)、ポリオク
ソリム(polyoxorim)、ポタシウムアザイド(potassium azide)、炭酸水素カリウム(potassium hydrogen carbonate)、プロキナジド(proquinazid)、プロベナゾール(probenazole)、プロクロラズ(prochloraz)、プロシミドン(procymidone)、プロパモカルブ塩酸塩(propamocarb hydrochloride)、プロピコナゾール(propiconazole)、プロピネブ(propineb)、プロチオカルブ(prothiocarb)、プロチオコナゾール(prothioconazole)、ピラカルボリド(pyracarbolid)、ピラクロストロビン(pyraclostrobin)、ピラゾホス(pyrazophos)、ピリジニトリル(pyridinitril)、ピリフェノックス(pyrifenox)、ピリメタニル(pyrimethanil)、ピロキュロン(pyroquilon)、ピロキシクロル(pyroxychlor)、ピロキシフル(pyroxyfur)、キノメチオネート(quinomethionate)、キノキシフェン(quinoxyfen)、キントゼン(quintozene)、キナセトール・スルフェート(quinacetol-sulfate)、キナザミド(quinazamid)、キンコナゾール(quinconazole)、ラベンザゾール(rabenzazole)、アジ化ナトリウム(sodium azide)、炭酸水素ナトリ
ウム(sodium hydrogen carbonate)、次亜塩素酸ナトリウム(sodium hypochlorite)、硫黄(sulfur)、スピロキサミン(spiroxamine)、サリチルアニリド(salycylanilide)、
シルチオファム(silthiofam)、シメコナゾール(simeconazole)、テブコナゾール(tebuconazole)、テクナゼン(tecnazene)、テコラム(tecoram)、テトラコナゾール(tetraconazole)、チアベンダゾール(thiabendazole)、チアジフルオール(thiadifluor
)、チシオフェン(thicyofen)、チフルザミド(thifluzamide)、チオクロルフェンフ
ィム(thiochlorfenphim)、チオファネート(thiophanate)、チオファネート−メチル
(thiophanate-methyl)、チオキノックス(thioquinox)、チラム(thiram)、チアジニル(tiadinil)、チオキシミド(tioxymid)、トルクロホス−メチル(tolclofos-methyl)、トリルフラニド(tolylfluanid)、トリアジメホン(triadimefon)、トリアジメノ
ール(toriadimenol)、トリアミフォス(triamiphos)、トリアリモル(triarimol)、
トリアゾキシド(triazoxide)、トリアズブチル(triazbutil)、トリブチルチンオキサイド(tributyltin oxide)、トリクラミド(trichlamide)、トリシクラゾール(tricyclazole)、トリデモルフ(tridemorph)、トリフロキシストロビン(trifloxystrobin)、
トリフルミゾール(triflumizole)、トリホリン(triforine)、トリチコナゾール(triticonazole)、バリダマイシン(validamycin)、ビンクロゾリン(vinclozolin)、ザリルアミド(zarilamide)、硫酸亜鉛(zinc sulfate)、ジネブ(zineb)、ジラム(ziram)、ゾキサミド(zoxamide)及びシイタケ菌糸体抽出物など。
Fungicides: Acibenzolaru S-methyl (acibenzolar-S-methyl), acylaminobenzamide, acypetatax, acypetacs, aldimorph, amisulbrom, amisulbrom, amobam, ampropylphos, Anilazine (anilazine), azaconazole (azaconazole), azithiram (azithiram), azoxystrobin (azoxystrobin), barium polysulfide (barium polysulfide), benalaxyl (benalaxyl), benodanyl (benodanil), benomyl (benomyl), benquinox (benquinox) , Bentaluron (bentaluron), benthiavalicarb (benthiaazole), benzazole (benthiazole), benzamakuril (benzamacril), benzamorph (benzamorf), betoxazine (bethoxazine), binapakryl (binapacryl), biphenyl (biphenyl), bitertanol (bitertanol) ,blast Discoidin -S (blasticidin-S),
Bordeaux solution (bordeaux mixture), boscarido (boscalid), bromoconazole (bromoconazole), bupirimate (bupirimate), butiobate (buthiobate), calcium polysulfide (calcium polysulfide), captaphor (captafol), captan (captan), carpropamide (carpropamid) ), Carbamorph (carbamorph), carbendazim (carbendazim), carboxin (carboxin), carvone (carvone), cheshuntomixcha (cheshunt mixture), kinomethionate (chinomethionat), clovenazone (chlobenthiazone), chloraniforme ( chloraniformethane), chloranil (chloranil), chlorphenazole (chlorfenazol), chloroneb (chloroneb), chloropicrin (chlo)
ropicrin), chlorothalonil, chlorquinox, chlorquinolate, chlozolinate, climbazole, clotrimazole, copper acetate, copper acetate, basic copper carbonate, basic , Copper hydroxide (copper hydroxide), kappa naphthalene (copper naphthenate), kappa borate (copper oleate), kappa oxy chloride (copper oxychloride), copper sulfate (copper sulfate), basic copper sulfate (copper sulfate, basic) ), Copper zinc chromate (copper zinc chromate), cuflaneb (cufraneb), cuprobam (cuprobam), cyazofamid (cyazofamid), cyclafuramid (cyclafuramide), cycloheximide (cycloheximide), cyflufenamide (cyflufenamid), cymoxa nil (cymoxanil) Pendazole (cypendazole), cyproconazole (cyproconazol), cyprodinil (cypr odinil),
Ciprofuram (cyprofuram), dazomet (dazomet), debacarb (debacarb), decafentin (decafentin), dehydro acetate (dehydroacetic acid), diclofluanide (dichlofluanid), diclone (dichlone), dichlorophen (dichlo rophen), diclozoline dichlozoline), diclobutrazol, diclocymet, diclomedine, dichlorin, dichloran, dietofencarb, difenoconazole, diflumetorim, dimethitimate , Dimoxystrobin (dimoxystrobin), diniconazole (diniconazole), diniconazole-M (diniconazole-M), dinobuton (dinobuton), dinocup (dinocap), dinocup-4 (dinocap-4), dinocup-6 (dinocap-6) , Ginocton (din octon), dinosulfone (dinosulfon), diphenylamine (diphenylamine), dipyrithione (dipyrithione), dithalimphos (ditalimfos), dithianon (dithianon), dodemorph, dodine (dodine), dorazoxolon (draziolon) (Edifenphos), epoxyconazole (epoxiconazole), etaconazole (etaconazole)
, Ethem (ethimol), ethoxyquin (ethoxyquin), etridianol (etridiazole), famoxazone (famoxadone), phenarimol (fenarimol), febuconazole (febuconazole), fenamidone (fenamidone), phenaminosulpyl (fenaminonyl), fenapanil), fendazosulam, fenfuram, fenhexamid, fennitropan, fenoxanil, fenpiclonil, fenpropidin, fenpropimorph, fenpropimorph ), Fentin (fertin), felban (ferbam), ferimzone (ferimzone), fluazinam (fluazinam), fludioxonil (fludioxonil), flumetober (flumetover), flumorph (flumorph), fluoroimide (fluoroiimide), fluotrimazole (fluotrim) rimazole), fluoxastrobin (fluoxastrobin), fluquinconazole (fluquinconazole), flusilazole (flusilazole),
Flusulfamide (flusulfamide), flutolanil (flutolanil), flutriaphor (flutriafol), folpet (folpet), fosetyl-aluminium (fosetyl-aluminum), fuberidazole (fuberidazole), furalaxil (furalaxyl), furametopyr (furametpyr), furcarbanil (furcarbanil ), Fluconazole (furconazole), fluconazole-cis (furconazole-cis), flumecrox (furmecyclox), fluphanate (furphanate), glyodine (glyodin), griseofulvin (griseofulvin), guazatine (guazatine), halacrinate (halacrinate), hexachlorobenzene (Hexachlorobenzene), hexaconazole (hexaconazole), hexylthiophos (hexylthiofos), hydroxyquinoline sulfate (8-hydroxyquinoline sulfate), hymexazole (hymexazol)
, Imazalil (imazalil), Imibenconazole (Imibenconazole), Iminoctadine (Iminoctadine), Ipconazole (ipconazole), Iprobenphos (iprobenfos), Iprodione (iprodione), Iprovaricarb (iprovalicarb), Isoprothiolane (isoprothiolane) kasugamycin), kresoxim-methyl (kresoxim-methyl), mankapper (mancopper), mancozeb (mancozeb), maneb (maneb), mebenil (mebenil), mecarbinzide (mecarbinzid), mepanipyrim (mepanipyrim), mepronil (mepronil) metalaxyl), metalaxyl-M, metam, metazoxolon,
Metconazole (metconazole), methasulfocarb (methasulfocarb), methofloxam (methfuroxam), methyl isothiocyanate (methyl isothiocyanate), methiram (metiram), metominostrobin (metominostrobin), metraphenone (metrafenone),
Metsulfobac (metsulfovax), Milneb (milneb), Myclobutanil (myclobutanil), Microzoline (myclozolin), Nabam (nabam), Natamycin (natamycin)
, Nickel bis (dimethyl dithiocarbamate), nitrostyrene (nitrostyrene), nitrothal-isopropyl (nitrothal-isopropyl), nuarimol (nuarimol), OCH (OCH), octilinone (ochhilinone), off-race ( ofurace), orysastrobin, oryzastrobin, oxadixyl, organic copper (oxine copper), oxycarboxin, oxypoconazole fumarate, pefrazzoate, penconazole, penconazole (Pencycuron), penthiopyrad (pentiopyrad), ortho-phenylphenol (o-phenylphenol), phosdiphen (phosdiphen)
, Phthalide (phthalide), picoxystrobin (picoxystrobin), piperaline (piperalin), polycarbamate (polycarbamate), polyoxin (polyoxins), polyoxorim (polyoxorim), potassium azide (potassium azide), potassium hydrogen carbonate (potassium hydrogen carbonate) ), Proquinazid, probenazole (probenazole), prochloraz (prochloraz), procymidone (procymone), propamocarb hydrochloride, propiconazole (propiconazole), propineb (propineb), prothiocarb (prothiocerib). (Prothioconazole), pyracarbolid (pyracarbolid), pyraclostrobin, pyrazophos (pyrazophos), pyridinitril (pyridinitril), pyriphenox (pyrifenox), pyrimethanil (pyrimethanil), pirocuro Pyroquilon, pyroxychlor, pyroxyfur, pyroxyfur, quinomethionate, quinoxyfen, quinoxyfen, quintozene, quinacetol-sulfate, quinazamid, quinconazole, Ravenzazole (rabenzazole), sodium azide (sodium azide), sodium hydrogencarbonate (sodium hydrogencarbonate), sodium hypochlorite (sodium hypochlorite), sulfur (sulfur), spiroxamine (spiroxamine), salicylanilide (salicylanilide),
Silthiofam (silthiofam), simeconazole (simeconazole), tebuconazole (tebuconazole), tecenazen (tecnazene), tecoram (tecoram), tetraconazole (tetraconazole), thiabendazole (thiabendazole), thiadifluorol (thiadifluor
), Thicyofen, thifluzamide, thiochlorfenphim, thiophanate, thiophanate-thiophanate-methyl, thioquinox, thiram, tiazinil, tiazinil, tiazinyl (Tioxymid), tolclophos-methyl (tolclofos-methyl), tolylfuranide (tolylfluanid), triadimefon (triadimefon), triadimenol (toriadimenol), triamiphos (triamiphos), triarimol (triarimol),
Triazoxide, triazbutil, tributyltin oxide, trichlamide, tricyclamide, trideclazole, tridemorph, trifloxystrobin,
Triflumizole, Triforin, Triticonazole, Validamycin, Vinclozolin, Zarilamide, Zinc Sulfate, Zinc Sulfate, Zineb, Ziram , Zoxamide and shiitake mycelium extract and the like.

殺バクテリア剤:ベンザルコニウムクロライド(benzalkonium chloride)、ビチオノー
ル(bithionol)、ブロノポール(bronopol)、クレゾール(cresol)、ホルムアルデヒド(f
ormaldehyde)、ニトラピリン(nitrapyrin)、オキソリニックアシド(oxolinic acid)、オキシテトラサイクリン(oxyterracycline)、ストレプトマイシン(streptomycin)
及びテクロフタラム(tecloftalam)など。
Bactericides: benzalkonium chloride, bithionol, bronopol, cresol, formaldehyde (f
ormaldehydrin), nitrapyrin (nitrapyrin), oxolinic acid (oxolinic acid), oxytetracycline (oxyterracycline), streptomycin (streptomycin)
And tecloftalam.

殺線虫剤:アルドキシカルブ(aldoxycarb)、カズサホス(cadusafos)、デービーシ
ーピー(DBCP)、ジクロフェンチオン(dichlofenthion)、デーエスピー(DSP)、エトプ
ロホス(ethoprophos)、フェナミホス(fenamiphos)、フェンスルホチオン(fensulfothion)、フォスチアゼート(fosthiazate)、フォスチエタン(fosthietan)、イミシア
ホス(imicyafos)、イサミドホス(isamidofos)、イサゾホス(isazofos)、オキサミ
ル(oxamyl)及びチオナジン(thionazin)など。
Nematocides: aldoxycarb (aldoxycarb), kazusaphos (cadusafos), DBC (DBCP), diclofenthion (dichlofenthion), DSP (et), ethoprophos (ethoprophos), fenamiphos (fenamiphos), fensulfothion (fensulfothion) (Fosthiazate), fostiethane (fosthietan), imicyafos (imicyafos), isamidophos (isamidofos), isazophos (isazofos), oxamyl (oxamyl), thionadine (thionazin) and the like.

殺ダニ剤:アセキノシル(acequinocyl)、アクリナトリン(acrinathrin)、アミトラズ(amitraz)、BCI−033(試験名)、ビフェナゼート(bifenazate)、ブロモプ
ロピレート(bromopropylate)、チノメチオネート(chinomethionat)、クロロベンジラート(chlorobezilate)、クロフェンテジン(clofentezine)、シエノピラフェン(cyenopyrafen)、シフルメトフェン(cyflumetofen)、サイヘキサチン(cyhexatine)、ジコフォール(dicofol)、ジエノクロール(dienochlor)、デーエヌオーシー(DNOC)、エト
キサゾール(etoxazole)、フェナザキン(fenazaquin)、フェンブタチンオキシド(fenbutatin oxide)、フェノチオカルブ(fenothiocarb)、フェンプロパトリン(fenpropathrin)、フェンピロキシメート(fenpyroximate)、フルアクリピリム(fluacrypyrim)
、ハルフェンプロックス(halfenprox)、ヘキシチアゾックス(hexythiazox)、ミルベ
メクチン(milbemectin)、プロパルギット(propargite)、ピリダベン(pyridaben)、ピリミジフェン(pyrimidifen)、S−1870(試験名)、スピロジクロフェン(spirodiclofen)、スピロメシフェン(spyromesifen)及びテブフェンピラド(tebufenpyrad)など。
Acaricides: acequinocyl, acrinathrin, amitraz, BCI-033 (test name), bifenazate, bromopropylate, tinomethionate, chlorobenzylate (chlorobezilate) , Clophentezine, cyenopyrafen (cyenopyrafen), cyflumethophene (cyflumetofen), cyhexatine, cycofatine (dicolate), dienochlor, dienochlor, DNOC, etoxazole, etoxazole (fenazaquina) Fenbutatin oxide (fenbutatin oxide), Phenothiocarb (fenthiocarb), Fenpropatrin (fenpropathrin), Fenpyroximate (fenpyroximate), fluacripyrim (fluacrypyrim)
, Halfenprox, hexythiazox, milbemectin (milbemectin), propargite (propargite), pyridaben (pyridaben), pyrimidifen (pyrimidifen), S-1870 (test name), spirodiclofen (spirodiclofen) Spiromesifen, tebufenpyrad and the like.

殺虫剤:アバメクチン(abamectin)、アセフェート(acephate)、アセタミピリド(acetamipirid)、アラニカルブ(alanycarb)、アルディカルブ(aldicarb)、アレスリン(allethrin)、アジンホス−メチル(azinphos-methyl)、バチルスチューリンゲシス(bacillus thuringiensis)、ベンジオカルブ(bendiocarb)、ベンフラカルブ(benfuracarb)、ベンスルタップ(bensultap)、ビフェントリン(bifenthrin)、ブプロフェジン(buprofezin)、ブトカルボキシン(butocarboxim)、カルバリル(carbaryl)、カルボフラン(carbofuran)、カルボスルファン(carbosulfan)、カルタップ(cartap)、ク
ロルフェナピル(chlorfenapyr)、クロルフェンビンホス(chlorfenvinphos)、クロル
フルアズロン(chlorfluazuron)、クロルピリホス(chlorpyrifos)、クロピリホス−メチル(chlorpyrifos-methyl)、クロマフェノジド(chromafenozide)、クロチアニジン
(clothianidin)、シクロプロトリン(cycloprothrin)、シフルメトフェン(cyflumetofen)、シフルトリン(cyfluthrin)、ベータ−シフルトリン(beta-cyfluthrin)、シハロトリン(cyhalothrin)、ラムダ−シハロトリン(lambda-cyhalothrin)、シペルメト
リン(cypermethrin)、シロマジン(cyromazine)、デルタメトリン(deltamethrin)、ジアクロデン(diacloden)、ジアフェンチウロン(diafenthiuron)、ダイアジノン(diazinon)、ジクロルボス(dichlorvos)、ジフルベンズロン(diflubenzuron)、ジメチ
ルビンホス(dimethylvinphos)、ジノテフラン(dinotefuran)、ジオフェノラン(diofenolan)、ジスルフォトン(disulfoton)、ジメトエート(dimethoate)、DKI−0001(試験名)、エマメクチンベンゾエート(emamectin-benzoate)、イーピーエヌ(EPN)、エスフェンバレレート(esfenvalerate)、エチオフェンカルブ(ethiofencarb)、エチプロール(ethiprole)、エトフェンプロックス(etofenprox)、エトリムホス(etrimfos)、フェニトロチオン(fenitrothion)、フェノブカルブ(fenobucarb)、フェノ
キシカーブ(fenoxycarb)、フェンプロパトリン(fenpropathrin)、フェンチオン(fenthion)、フェンバレレート(fenvalerate)、フィプロニル(fipronil)、フロニカミド
(flonicamid)、フルベンジアミド(flubendiamide)、フルシトリネート(flucythrinate)、フルフェネリム(flufenerim)、フルフェノクスウロン(flufenoxuron)、フルフェンプロックス(flufenprox)、フルバリネート(fluvalinate)、タウ−フルバリネー
ト(tau-fluvalinate)、ホノホス(fonophos)、フォルメタネート(formetanate)、フォルモチオン(formothion)、フラチオカルブ(furathiocarb)、ハロフェノジド(halofenozide)、ヘキサフルムロン(hexaflumuron)、ヒドラメチルノン(hydramethylnon)、イミダクロプリド(imidacloprid)、イソフェンホス(isofenphos)、インドキサカルブ(indoxacarb)、イソプロカルブ(isoprocarb)、イソキサチオン(isoxathion)、レピメクチン(lepimectin)、ルフェヌウロン(lufenuron)、マラチオン(malathion)、メタルデヒド(metaldehyde)、メタミドホス(methamidophos)、メチダチオン(methidathion)、メタクリホス(methacrifos)、メタフルミゾン(metaflumizone)、メタルカルブ(metalcarb)、メソミル(methomyl)、メソプレン(methoprene)、メトキシクロ
ール(methoxychlor)、メトキシフェノジド(methoxyfenozide)、メチルブロマイド(methyl bromide)、モノクロトホス(monocrotophos)、ムスカルーレ(muscalure)、ニ
テンピラム(nitenpyram)、NNI−0101(試験名)、オメトエート(omethoate)
、オキサミル(oxamyl)、オキシデメトン−メチル(oxydemeton-methyl)、オキシデプ
ロホス(oxydeprofos)、パラチオン(parathion)、パラチオン−メチル(parathion-methyl)、ペンタクロロフェノール(pentachlorophenol(PCP))、ペルメトリン(permethrin)、フェントエート(phenthoate)、フォキシム(phoxim)、ホレート(phorate)、
ホサロン(phosalone)、ホスメット(phosmet)、ホスファミドン(phosphamidon)、ピリミカルブ(pirimicarb)、ピリミホス−メチル(pirimiphos-methyl)、プロフェノホ
ス(profenofos)、プロチオホス(prothiofos)、プロパホス(propaphos)、プロトリ
フェンブト(protrifenbute)、ピメトロジン(pymetrozine)、ピラクロホス(pyraclofos)、ピリダリル(pyridalyl)、ピリプロキシフェン(pyriproxyfen)、ロテノン(rotenone)、SI−0405(試験名)、スルプロホス(sulprofos)、シラフルオフェン(silafluofen)、スピノサド(spinosad)、スルホテップ(sulfotep)、SYJ−159
(試験名)、テブフェノジド(tebfenozide)、テフルベンズロン(teflubenzuron)、テフルトリン(tefluthorin)、テルブホス(terbufos)、テトラクロロビンホス(tetrachlorvinphos)、チアクロプリド(thiacloprid)、チオシクラム(thiocyclam)、チオジ
カルブ(thiodicarb)、チアメトキサム(thiamethoxam)、チオファノックス(thiofanox)、チオメトン(thiometon)、トルフェンピラド(tolfenpyrad)、トラロメスリン(tralomethrin)、トリクロルホン(trichlorfon)、トリアズロン(triazuron)、トリフ
ルムロン(triflumuron)及びバミドチオン(vamidothion)など。
Insecticides: abamectin (abamectin), acephate (acephate), acetamipirid (acetamipirid), alanical (alanycarb), aldicarb (aldicarb), allethrin (allethrin), adinphos-methyl (azinphos-methyl), Bacillus thuringiensis (bacillus thuringiensis) ), Bendiocarb, Benfuracarb, Bensultap, Bifenthrin, Biprofthrin, Buprofezin, Butocarboxim, Carbaryl, Carbofuran, Carbosulfan , Cartap (cartap), chlorfenapyr (chlorfenapyr), chlorfenvinphos (chlorfenvinphos), chlorfluazuron (chlorfluazuron), chlorpyrifos (chlorpyrifos), chlorpyrifos-methyl (chlorpyrifos-methyl), Klamoff Nozide (chromafenozide), clothianidin (clothianidin), cycloprothrin (cycloprothrin), cyflumethophene (cyflumetofen), cyfluthrin (cyfluthrin), beta-cyfluthrin (beta-cyfluthrin), cyhalothrin (cyhalothrin), lambda-cyhalothrin (lambda-cyhalothrin) Cypermethrin (cypermethrin), cyromazine (Cyromazine), deltamethrin (deltamethrin), diacloden (diacloden), diafenthiuron (diafenthiuron), diazinon (diazinon), dichlorvos (dichlorvos), diflubenzuron (diflubenzuron), dimethylvinphos (dimethylvinphos) , Dinotefuran, diofenolan (diofenolan), disulfon (disulfoton), dimethoate (dimethoate), DKI-0001 (test name), emamectin benzoate (emamectin-benzoate), EPN (EPN), esfenvalerate, ethiofencarb, ethiprole, ethofrole, etofenprox, etrimfos, fenitrothion, fenobucarb, fenoxycarb, fenoxycarb, phenencarb Protathrin (fenpropathrin), fenthion (fenthion), fenvalerate (fivalerate), fipronil (fronil), flonnicamide (flonicamido), flubendiamide (flubendiamide), flucythrinate (flucythrinate), flufenerim (flufenimim), flufenoxuron (flufenoxuron) ), Flufenprox (flufenprox), fluvalinate (fluvalinate), tau-fluvalinate (tau-fluvalinate), phonophos (fonophos), formetanate (formetanate), formothion, Furathiocarb (furathiocarb), halofenozide (halofenozide), hexaflumuron (hexaflumuron), hydramethylnon (hydramethylnon), imidacloprid (imidacloprid), isofenphos (isofenphos), indoxacarb (indoxacarb), isocarb (isocoxathioate) , Lepimectin, lufenuron, malathion, metaldehyde, metalamide, methhamidophos, methidathion, methacrifos, metaflumizone, metal carb , Methoprene (methoprene), methoxychlor (methoxychlor), methoxyfenozide (methoxyfenozide), methyl bromide (methyl bromide), monocrotophos (monocrotophos), musculoule (musculo) (calure), nitenpyram, NNI-0101 (test name), omethoate
, Oxamyl (oxamyl), oxydemeton-methyl, oxydeprofos (oxydeprofos), parathion (parathion), parathion-methyl (parathion-methyl), pentachlorophenol (PCP), permethrin (permethrin) , Phenthoate, phoxim, phorate,
Phosalone (phosalone), phosmet (phosmet), phosphamidon (phosphamidon), pirimicarb (pirimicarb), pirimiphos-methyl (pirimiphos-methyl), profenophos (profenofos), prothiophos (prothiofos), propafos (propaphos), protrifenbute ), Pimetrozine, pyraclofos, pyridalyl, pyriproxyfen, rotenone, SI-0405 (test name), sulprofos, sulafluofen, spinosad (spinosad) ), Sulfotep (sulfotep), SYJ-159
(Test name), tebufenozide, teflubenzuron, tefluthorin, tebufhorin, terbufos, tetrachlorvin phos, thiacloprid, thiocyclam, thiodicarb, thiamethoxam), thiophanox (thiofanox), thiometon (thiometon), tolfenpyrad (tolfenpyrad), tralomethrin (tralomethrin), trichlorfon (tricholfon), triazuron (triazuron), triflumuron (triflumuron), vamidothione and the like.

以下に本発明化合物の合成例、試験例を実施例として具体的に述べることで、本発明をさらに詳しく説明するが、本発明はこれらによって限定されるものではない。   The present invention will be described in more detail by specifically describing the synthesis examples and test examples of the compound of the present invention as examples below, but the present invention is not limited thereto.

[合成例]
合成例1
4−[5−(3,5−ジクロロフェニル)−5−トリフルオロメチル−4,5−ジヒドロイ
ソオキサゾール−3−イル]−N−(エトキシイミノメチル)−2−メチル安息香酸アミド
(本発明化合物No.1-004)。
[Composition example]
Synthesis example 1
4- [5- (3,5-Dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -N- (ethoxyiminomethyl) -2-methylbenzoic acid amide (the compound of the present invention No.1-004).

工程1;3,5−ジクロロ−1−(1−トリフルオロメチルエテニル)ベンゼンの製造
3,5−ジクロロフェニルホウ酸25.0gのテトラヒドロフラン200ml及び水100ml溶液に、2−ブロモ−3,3,3−トリフルオロプロペン27.5g、炭酸カリウム38.0g及びジクロロビス(トリフェニルホスフィン)パラジウム(II)1.84gを添加し、加熱還
流下にて3時間攪拌した。反応完結後、室温まで放冷、氷水500mlを加え、酢酸エチルにて抽出(500mlx1)した。有機層を水洗後、無水硫酸ナトリウムで乾燥、減圧下に
て溶媒を留去し、残留物をヘキサンにて溶出するシリカゲルカラムクロマトグラフィーにて精製し、目的物25.7gを無色油状物質として得た。
1H NMR (CDCl3, Me4Si, 300MHz) δ7.41 (t, J=2.0Hz, 1H), 7.3-7.35 (m, 2H), 6.05 (q, J=3.2Hz, 1H), 5.82 (q, J=3.2Hz, 1H)。
Step 1: Preparation of 3,5-dichloro-1- (1-trifluoromethylethenyl) benzene 2-bromo-3,3,3 in a solution of 25.0 g of 3,5-dichlorophenylboric acid in 200 ml of tetrahydrofuran and 100 ml of water 27.5 g of 3-trifluoropropene, 38.0 g of potassium carbonate and 1.84 g of dichlorobis (triphenylphosphine) palladium (II) were added, and the mixture was stirred for 3 hours under heating to reflux. After completion of the reaction, the reaction solution was allowed to cool to room temperature, 500 ml of ice water was added, and extracted with ethyl acetate (500 ml × 1). The organic layer is washed with water, dried over anhydrous sodium sulfate, the solvent is evaporated under reduced pressure, and the residue is purified by silica gel column chromatography eluting with hexane to obtain 25.7 g of the desired product as a colorless oil The
1 H NMR (CDCl 3 , Me 4 Si, 300 MHz) δ 7.41 (t, J = 2.0 Hz, 1 H), 7.3-7.35 (m, 2 H), 6.05 (q, J = 3.2 Hz, 1 H), 5.82 ( q, J = 3.2 Hz, 1 H).

工程2;4−ブロモ−α−クロロ−3−メチルベンズアルドキシムの製造
4−ブロモ−3−メチルベンズアルドキシム82.0gのテトラヒドロフラン450ml溶液に、氷冷攪拌下、濃塩酸120.0gを45分間かけて滴下した。次いで、8%次亜塩素酸ナトリウム水溶液220mlを反応混合物の温度が5℃を超えぬよう注意深く75分間かけて滴下、滴下終了後、10℃以下にてさらに90分間攪拌を継続した。反応完結後、反応混合物に45分間窒素ガスを吹き込んだ後析出した不溶物を濾別、減圧下にてテトラヒドロフランを留去した。残留した水溶液を酢酸エチル240.0gにて抽出、有機層を水洗(240mlx2)後不溶物を濾別し、減圧下にて溶媒を留去、目的物93.5gを淡黄色結
晶として得た。
融点77.0〜78.0℃
1H NMR (CDCl3, Me4Si, 400MHz) δ8.00 (bs, 1H), 7.71 (d, J=2.2Hz, 1H), 7.57 (d, J=8.4Hz, 1H), 7.51 (dd, J=8.4, 2.2Hz, 1H), 2.44 (s, 3H)。
Step 2: Preparation of 4-bromo-α-chloro-3-methylbenzaldoxime To a solution of 82.0 g of 4-bromo-3-methylbenzaldoxime in 450 ml of tetrahydrofuran was added 120.0 g of concentrated hydrochloric acid under stirring with ice cooling. Dropped over a minute. Then, 220 ml of an 8% aqueous sodium hypochlorite solution was carefully added dropwise over 75 minutes so that the temperature of the reaction mixture did not exceed 5 ° C. After the addition was completed, stirring was continued for 90 minutes at 10 ° C. or less. After completion of the reaction, nitrogen gas was blown into the reaction mixture for 45 minutes, and then the precipitated insoluble matter was separated by filtration and tetrahydrofuran was distilled off under reduced pressure. The remaining aqueous solution was extracted with 240.0 g of ethyl acetate, the organic layer was washed with water (240 ml × 2), and the insolubles were separated by filtration. The solvent was evaporated under reduced pressure to obtain 93.5 g of the desired product as pale yellow crystals.
Melting point 77.0-78.0 ° C
1 H NMR (CDCl 3 , Me 4 Si, 400 MHz) δ 8.00 (bs, 1 H), 7.71 (d, J = 2.2 Hz, 1 H), 7.57 (d, J = 8.4 Hz, 1 H), 7.51 (dd, J = 8.4, 2.2 Hz, 1 H), 2.44 (s, 3 H).

工程3;3−(4−ブロモ−3−メチルフェニル)−5−(3,5−ジクロロフェニル)−
5−トリフルオロメチル−4,5−ジヒドロイソオキサゾールの製造
工程1にて製造した3,5−ジクロロ−1−(1−トリフルオロメチルエテニル)ベンゼ
ン22.7g及び4−ブロモ−α−クロロ−3−メチルベンズアルドキシム26.0gのテトラヒドロフラン120ml溶液に炭酸水素カリウム15.7gを添加し、加熱還流下にて5時間攪拌した。反応完結後、反応混合物を室温まで放冷、不溶物を濾別した後、減圧下にて溶媒を留去した。残留物に水150mlを加え、室温にて18時間攪拌、析出した結晶を濾別・乾燥し、目的物38.6gを白色結晶として得た。
融点105.0〜108.0℃
1H NMR (CDCl3, Me4Si, 300MHz) δ7.59 (d, J=8.4Hz, 1H), 7.45-7.55 (m, 3H), 7.42 (t, J=1.8Hz, 1H), 7.33 (dd, J=8.4, 2.1Hz, 1H), 4.07 (d, J=17.1Hz, 1H), 3.68 (d, J=17.1Hz, 1H), 2.43 (s, 3H)。
Step 3: 3- (4-bromo-3-methylphenyl) -5- (3,5-dichlorophenyl)-
Preparation of 5-trifluoromethyl-4,5-dihydroisoxazole 22.7 g of 3,5-dichloro-1- (1-trifluoromethylethenyl) benzene prepared in step 1 and 4-bromo-α-chloro 15.7 g of potassium hydrogen carbonate was added to a solution of 26.0 g of -3-methylbenzaldoxime in 120 ml of tetrahydrofuran, and the mixture was stirred for 5 hours while heating under reflux. After completion of the reaction, the reaction mixture was allowed to cool to room temperature, insolubles were filtered off, and the solvent was evaporated under reduced pressure. To the residue was added 150 ml of water, and the mixture was stirred at room temperature for 18 hours, and the precipitated crystals were separated by filtration and dried to obtain 38.6 g of the desired product as white crystals.
Melting point 105.0-108.0 ° C
1 H NMR (CDCl 3 , Me 4 Si, 300 MHz) δ 7.59 (d, J = 8.4 Hz, 1 H), 7.45-7.55 (m, 3 H), 7.42 (t, J = 1.8 Hz, 1 H), 7.33 ( dd, J = 8.4, 2.1 Hz, 1 H), 4.07 (d, J = 17.1 Hz, 1 H), 3.68 (d, J = 17.1 Hz, 1 H), 2.43 (s, 3 H).

工程4;4−[5−(3,5−ジクロロフェニル)−5−トリフルオロメチル−4,5−ジ
ヒドロイソオキサゾール−3−イル]−2−メチルベンゾイル=クロリドの製造
オートクレーブ中の3−(4−ブロモ−3−メチルフェニル)−5−(3,5−ジクロロフェニル)−5−トリフルオロメチル−4,5−ジヒドロイソオキサゾール18.1g及び酢酸ナトリウム3.94gの1,2−ジメトキシエタン42ml及び水42ml溶液に、トリフェニ
ルホスフィン0.42g及び酢酸パラジウム(II)0.09gを添加し、1.5MPaの一酸化炭素雰囲気下110℃にて7時間攪拌した。反応完結後、室温まで放冷、固形物を濾別した後、酢酸エチル100mlに投入した。有機層を1%炭酸水素ナトリウム水溶液(70mlx2
)、次いで1N塩酸(55mlx1)にて洗浄し、飽和食塩水にて乾燥後、溶媒をトルエン
に置換した。このトルエン溶液にN,N−ジメチルホルムアミド2滴を添加し、80℃に
て攪拌下、塩化チオニル6.0gを滴下、同温度にてさらに1.5時間攪拌を継続した。反
応完結後、不溶物を濾別し、減圧下にて全量が約1/3となるまで溶媒を留去した。次いで、60℃にて攪拌下、ヘキサン50mlをゆっくりと滴下し、滴下終了後室温まで攪拌下にて放冷、室温でさらに1時間攪拌を継続した。析出した結晶を濾別・乾燥、目的物13.4gを白色結晶として得た。
融点140.5〜143.0℃
1H NMR (CDCl3, Me4Si, 300MHz) δ8.25 (d, J=8.7Hz, 1H), 7.64 (d, J=8.7Hz, 1H), 7.59 (s, 1H), 7.51 (s, 2H), 7.43 (s, 1H), 4.11 (d, J=17.4Hz, 1H), 3.73 (d, J=17.4Hz, 1H), 2.60 (s, 3H)。
Step 4: Preparation of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl chloride = 3- (4 in an autoclave) -Bromo-3-methylphenyl) -5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazole, 18.1 g and 3.94 g of sodium acetate in 42 ml of 1,2-dimethoxyethane and 0.42 g of triphenylphosphine and 0.09 g of palladium (II) acetate were added to a solution of 42 ml of water, and the mixture was stirred at 110 ° C. for 7 hours under a carbon monoxide atmosphere of 1.5 MPa. After completion of the reaction, the reaction product was allowed to cool to room temperature, the solid was separated by filtration and then poured into 100 ml of ethyl acetate. 1% sodium bicarbonate aqueous solution (70 ml × 2)
) And then washed with 1 N hydrochloric acid (55 ml × 1), dried over saturated brine, and the solvent was replaced with toluene. Two drops of N, N-dimethylformamide were added to the toluene solution, and 6.0 g of thionyl chloride was added dropwise under stirring at 80 ° C., and the stirring was continued for another 1.5 hours at the same temperature. After completion of the reaction, insolubles were separated by filtration, and the solvent was distilled off under reduced pressure until the total amount became about 1/3. Then, while stirring at 60 ° C., 50 ml of hexane was slowly added dropwise, and after completion of dropping, the mixture was allowed to cool to room temperature with stirring, and stirring was continued at room temperature for another hour. The precipitated crystals were separated by filtration and dried to obtain 13.4 g of the desired product as white crystals.
Melting point 140.5-143.0 ° C
1 H NMR (CDCl 3 , Me 4 Si, 300 MHz) δ 8.25 (d, J = 8.7 Hz, 1 H), 7.64 (d, J = 8.7 Hz, 1 H), 7.59 (s, 1 H), 7.51 (s, 2H), 7.43 (s, 1 H), 4.11 (d, J = 17.4 Hz, 1 H), 3.73 (d, J = 17.4 Hz, 1 H), 2.60 (s, 3 H).

工程5;4−[5−(3,5−ジクロロフェニル)−5−トリフルオロメチル−4,5−ジ
ヒドロイソオキサゾール−3−イル]−2−メチル安息香酸アミドの製造
濃アンモニア水3.0g及びテトラヒドロフラン15mlの混合物に、氷冷攪拌下、4−[
5−(3,5−ジクロロフェニル)−5−トリフルオロメチル−4,5−ジヒドロイソオキサゾール−3−イル]−2−メチルベンゾイル=クロリド3.0gのテトラヒドロフラン20ml溶液を滴下し、滴下終了後さらに18時間攪拌を継続した。反応完結後、減圧下にて溶
媒を留去し、残留物を酢酸エチル50mlに溶解、水50mlにて洗浄後、飽和食塩水次いで無水硫酸ナトリウムの順で脱水・乾燥し、減圧下にて溶媒を留去、目的物2.9gを橙色結晶として得た。
融点162.0〜164.0℃
1H NMR (CDCl3, Me4Si, 400MHz) δ7.45-7.55 (m, 6H), 6.40 (bs, 1H), 6.00 (bs, 1H),4.09 (d, J=17.0Hz, 1H), 3.71 (d, J=17.0Hz, 1H), 2.49 (s, 3H)。
Step 5: Preparation of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoic acid amide 3.0 g of concentrated aqueous ammonia and A mixture of 15 ml of tetrahydrofuran is stirred with ice-cooling 4- [4
A solution of 3.0 g of 5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl chloride in 20 ml of tetrahydrofuran is added dropwise, and after completion of the dropwise addition Stirring was continued for 18 hours. After completion of the reaction, the solvent is distilled off under reduced pressure, the residue is dissolved in 50 ml of ethyl acetate, washed with 50 ml of water, dehydrated and dried sequentially with saturated brine and then anhydrous sodium sulfate, and the solvent is removed under reduced pressure. The residue was distilled off to obtain 2.9 g of the desired product as orange crystals.
Melting point 162.0-164.0 ° C
1 H NMR (CDCl 3 , Me 4 Si, 400 MHz) δ 7.45 to 7.55 (m, 6 H), 6.40 (bs, 1 H), 6.00 (bs, 1 H), 4.09 (d, J = 17.0 Hz, 1 H), 3.71 (d, J = 17.0 Hz, 1 H), 2.49 (s, 3 H).

工程6;4−[5−(3,5−ジクロロフェニル)−5−トリフルオロメチル−4,5−ジ
ヒドロイソオキサゾール−3−イル]−N−(ジメチルアミノメチリデン)−2−メチルベ
ンズアミドの製造
4−[5−(3,5−ジクロロフェニル)−5−トリフルオロメチル−4,5−ジヒドロイ
ソオキサゾール−3−イル]−2−メチル安息香酸アミド6.0g及びN,N−ジメチルホルムアミドジメチルアセタール50mlの混合物を、120℃にて1.5時間攪拌した。反応
完結後、減圧下にて溶媒を留去、残留する固体を酢酸エチル−ヘキサン(1:20)混合物にて洗浄し、目的物6.2gを淡黄色結晶として得た。
融点146.0〜147.0℃
1H NMR (CDCl3, Me4Si, 400MHz) δ8.60 (s, 1H), 8.11 (d, J=8.0Hz, 1H), 7.45-7.55 (m, 4H), 7.4-7.45 (m, 1H), 4.10 (d, J=17.4Hz, 1H), 3.71 (d, J=17.4Hz, 1H), 3.21 (s, 3H), 3.19 (s, 3H), 2.64 (s, 3H)。
Step 6: Preparation of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -N- (dimethylaminomethylidene) -2-methylbenzamide 6.0 g of 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoic acid amide and N, N-dimethylformamide dimethyl acetal 50 ml of the mixture was stirred at 120 ° C. for 1.5 hours. After completion of the reaction, the solvent was evaporated under reduced pressure, and the remaining solid was washed with a mixture of ethyl acetate-hexane (1:20) to obtain 6.2 g of the desired product as pale yellow crystals.
Melting point 146.0-147.0 ° C
1 H NMR (CDCl 3 , Me 4 Si, 400 MHz) δ 8.60 (s, 1 H), 8.11 (d, J = 8.0 Hz, 1 H), 7.45-7.55 (m, 4 H), 7.4-7.45 (m, 1 H) ), 4.10 (d, J = 17.4 Hz, 1 H), 3.71 (d, J = 17.4 Hz, 1 H), 3.21 (s, 3 H), 3.19 (s, 3 H), 2.64 (s, 3 H).

工程7;4−[5−(3,5−ジクロロフェニル)−5−トリフルオロメチル−4,5−ジ
ヒドロイソオキサゾール−3−イル]−N−(エトキシイミノメチル)−2−メチル安息香
酸アミドの製造
エトキシアミン塩酸塩0.25gの水4ml及び酢酸8ml溶液に水酸化ナトリウム0.20gの水4ml溶液を添加し、次いで室温にて攪拌下、4−[5−(3,5−ジクロロフェニル)−5−トリフルオロメチル−4,5−ジヒドロイソオキサゾール−3−イル]−N−(ジメチ
ルアミノメチリデン)−2−メチルベンズアミド0.62gの1,4−ジオキサン5ml溶液を滴下、滴下終了後同温度にてさらに2時間攪拌を継続した。反応完結後、減圧下にて溶媒を留去、残留物に酢酸エチル50mlを加え水洗後、有機層を飽和食塩水次いで無水硫酸ナトリウムの順で脱水・乾燥、減圧下にて溶媒を留去した。残留物を酢酸エチル−ヘキサン(2:3)にて溶出するシリカゲルカラムクロマトグラフィーにて精製し、目的物0.4
4gを白色結晶として得た。
融点143.0〜146.0℃
1H NMR (CDCl3, Me4Si, 400MHz) δ8.59 and 8.50 (d, J=9.2Hz, 1H), 7.78 and 7.70 (d
, J=9.2Hz, 1H), 7.5-7.65 (m, 6H), 4.05-4.2 (m, 3H), 3.71 (d, J=17.4Hz, 1H), 2.54(s, 3H), 1.28 (t, J=7.0Hz, 3H)。
Step 7; 4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -N- (ethoxyiminomethyl) -2-methylbenzoic acid amide Preparation To a solution of 0.25 g of ethoxyamine hydrochloride in 4 ml of water and 8 ml of acetic acid is added a solution of 0.20 g of sodium hydroxide in 4 ml of water, then 4- [5- (3,5-dichlorophenyl)-under stirring at room temperature. A solution of 0.62 g of 5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -N- (dimethylaminomethylidene) -2-methylbenzamide in 5 ml of 1,4-dioxane is added dropwise, and after completion of the dropwise addition Stirring was continued for a further 2 hours at temperature. After completion of the reaction, the solvent was distilled off under reduced pressure, and 50 ml of ethyl acetate was added to the residue to wash with water, then the organic layer was dehydrated and dried sequentially with saturated brine and then anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure . The residue is purified by silica gel column chromatography eluting with ethyl acetate-hexane (2: 3) to give the desired product 0.4.
4 g were obtained as white crystals.
Melting point 143.0-146.0 ° C
1 H NMR (CDCl 3 , Me 4 Si, 400 MHz) δ 8.59 and 8.50 (d, J = 9.2 Hz, 1 H), 7.78 and 7.70 (d
, J = 9.2 Hz, 1 H), 7.5-7. 65 (m, 6 H), 4.05-4.2 (m, 3 H), 3.71 (d, J = 17.4 Hz, 1 H), 2.54 (s, 3 H), 1.28 (t, J = 7.0 Hz, 3 H).

合成例2
N−[4−[5−(3,5−ジクロロフェニル)−5−トリフルオロメチル−4,5−ジヒドロイソオキサゾール−3−イル]−2−メチルベンゾイル]−N−(メトキシイミノメチル)カルバミド酸メチル(本発明化合物No.2-004及び2-005)。
Synthesis example 2
N- [4- [5- (3,5-dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -2-methylbenzoyl] -N- (methoxyiminomethyl) carbamic acid Methyl (the present compounds No. 2-004 and 2-005).

合成例1と同様にして合成した4−[5−(3,5−ジクロロフェニル)−5−トリフルオ
ロメチル−4,5−ジヒドロイソオキサゾール−3−イル]−N−(メトキシイミノメチル)−2−メチル安息香酸アミド0.2g及び炭酸カリウム1.0gのN,N−ジメチルホルムア
ミド10ml溶液にクロロギ酸メチル0.5gを添加し、室温にて24時間攪拌した。反応完結後、反応混合物を氷水20mlに注ぎ、酢酸エチルにて抽出(50mlx1)、有機層を飽
和食塩水次いで無水硫酸ナトリウムの順で脱水・乾燥、減圧下にて溶媒を留去した。残留物を酢酸エチル−ヘキサン(2:3)にて溶出するシリカゲルカラムクロマトグラフィーにて精製し、無色樹脂状の目的物をE-異性体0.07g、Z-異性体0.12gをそれぞれ得た。
1H NMR (CDCl3, Me4Si, 300MHz)
No.2-004;δ7.85 (bs, 1H), 7.5-7.6 (m, 4H), 7.4-7.45 (m, 1H), 7.25-7.3 (m, 1H), 4.08 (d, J=17.4Hz, 1H), 3.65-3.9 (m, 4H), 3.34 (s, 3H), 2.29 (s, 3H)。
No.2-005;δ7.5-7.6 (m, 4H), 7.4-7.5 (m, 1H), 7.25-7.3 (m, 1H), 6.72 (bs, 1H), 4.08 (d, J=17.4Hz, 1H), 3.84 (s, 3H), 3.70 (d, J=17.4Hz, 1H), 3.36 (s, 3H), 2.34(s, 3H)。
4- [5- (3,5-Dichlorophenyl) -5-trifluoromethyl-4,5-dihydroisoxazol-3-yl] -N- (methoxyiminomethyl) -2 synthesized in the same manner as in Synthesis Example 1. 0.5 g of methyl chloroformate was added to a solution of 0.2 g of methylbenzoic acid amide and 1.0 g of potassium carbonate in 10 ml of N, N-dimethylformamide, and the mixture was stirred at room temperature for 24 hours. After completion of the reaction, the reaction mixture was poured into 20 ml of ice water, extracted with ethyl acetate (50 ml × 1), the organic layer was dried sequentially with saturated brine and then anhydrous sodium sulfate and dried, and the solvent was evaporated under reduced pressure. The residue is purified by silica gel column chromatography eluting with ethyl acetate-hexane (2: 3) to obtain 0.07 g of E-isomer and 0.12 g of Z-isomer as colorless resinous target compound. The
1 H NMR (CDCl 3 , Me 4 Si, 300 MHz)
No. 2-004; (delta) 7.85 (bs, 1H), 7.5-7.6 (m, 4H), 7.4-7.45 (m, 1H), 7.25-7.3 (m, 1H), 4.08 (d, J = 17.4 Hz , 1 H), 3.65-3.9 (m, 4 H), 3.34 (s, 3 H), 2. 29 (s, 3 H).
No. 2-005; (delta) 7.5-7.6 (m, 4H), 7.4-7.5 (m, 1H), 7.25-7.3 (m, 1H), 6.72 (bs, 1H), 4.08 (d, J = 17.4 Hz , 1 H), 3.84 (s, 3 H), 3. 70 (d, J = 17.4 Hz, 1 H), 3. 36 (s, 3 H), 2. 34 (s, 3 H).

本発明化合物は、前記製造法及び実施例に準じて製造することができる。合成例1〜合成例2と同様に製造した本発明化合物の例を第1表〜第2表にそれぞれ示すが、本発明はこれらのみに限定されるものではない。   The compound of the present invention can be produced according to the above-mentioned production method and examples. Examples of the compounds of the present invention prepared in the same manner as in Synthesis Examples 1 and 2 are shown in Tables 1 and 2, respectively, but the present invention is not limited thereto.

尚、表中Etとの記載はエチル基を表し、以下同様にn-Pr又はPr-nはノルマルプロピル基を、i-Pr又はPr-iはイソプロピル基をそれぞれ表す。   In the Tables, the description of Et represents an ethyl group, and similarly, in the same manner, n-Pr or Pr-n represents a normal propyl group, and i-Pr or Pr-i represents an isopropyl group.

また、表中、置換基(X)m及び(Y)nの置換位置を表す番号は、それぞれ下記の構造式に於いて記された番号の位置に対応するものであり、−の表記は、無置換を表す。 In the table, the numbers representing the substitution positions of the substituents (X) m and (Y) n correspond to the positions of the numbers described in the following structural formulas, respectively, and the notation of-is Represents no substitution.

さらに、表中、*1は「樹脂状」を、*2は「油状」をそれぞれ意味する。
第1表
Furthermore, in the table, * 1 means "resinous" and * 2 means "oily".
Table 1

Figure 2019048883
Figure 2019048883

―――――――――――――――――――――――――――――――――――
No. (X)m R3 (Y)n R1 m.p.(℃)
―――――――――――――――――――――――――――――――――――
1-001 3,5-Cl2 CF3 2-CH3 CH=NOH 156.0-160.0
1-002 3,5-Cl2 CF3 2-CH3 CH=NOCH3(E) *1
1-003 3,5-Cl2 CF3 2-CH3 CH=NOCH3(Z) 165.0-167.0
1-004 3,5-Cl2 CF3 2-CH3 CH=NOEt 143.0-146.0
1-005 3,5-Cl2 CF3 2-CH3 CH=NOPr-n 109.0-111.0
1-006 3,5-Cl2 CF3 2-CH3 CH=NOPr-i *1
1-007 3,5-Cl2 CF3 2-CH3 CH=NOCH2CH2Cl 137.0-139.0
1-008 3,5-Cl2 CF3 2-CH3 CH=NOCH2CF3 *1
1-009 3,5-Cl2 CF3 2-CH3 CH=NOCH2CH=CH2 123.0-124.0
1-010 3,5-Cl2 CF3 2-CH3 C(CH3)=NOCH3 159.0-161.0
―――――――――――――――――――――――――――――――――――
第2表
――――――――――――――――――――――――――――――――――――――
No. (X) m R 3 (Y) n R 1 mp (° C.)
――――――――――――――――――――――――――――――――――――――
1-001 3,5-Cl 2 CF 3 2-CH 3 CH = NOH 156.0-160.0
1-002 3,5-Cl 2 CF 3 2-CH 3 CH = NOCH 3 (E) * 1
1-003 3,5-Cl 2 CF 3 2 -CH 3 CH = NOCH 3 (Z) 165.0-167.0
1-004 3,5-Cl 2 CF 3 2 -CH 3 CH = NOEt 143.0-146.0
1-005 3,5-Cl 2 CF 3 2 -CH 3 CH = NOPr-n 109.0-111.0
1-006 3,5-Cl 2 CF 3 2-CH 3 CH = NOPr-i * 1
1-007 3,5-Cl 2 CF 3 2 -CH 3 CH = NOCH 2 CH 2 Cl 137.0-139.0
1-008 3,5-Cl 2 CF 3 2-CH 3 CH = NOCH 2 CF 3 * 1
1-009 3,5-Cl 2 CF 3 2 -CH 3 CH = NOCH 2 CH = CH 2 123.0-124.0
1-010 3,5-Cl 2 CF 3 2 -CH 3 C (CH 3) = NOCH 3 159.0-161.0
――――――――――――――――――――――――――――――――――――――
Table 2

Figure 2019048883
Figure 2019048883

―――――――――――――――――――――――――――――――――――
No. (X)m (Y)n R2 R1 m.p.(℃)
―――――――――――――――――――――――――――――――――――
2-001 3,5-Cl2 2-CH3 CH2OCH3 CH=NOCH3 *1
2-002 3,5-Cl2 2-CH3 CH3 CH=NOCH3(E) *1
2-003 3,5-Cl2 2-CH3 CH3 CH=NOCH3(Z) *1
2-004 3,5-Cl2 2-CH3 C(O)OCH3 CH=NOCH3(E) *1
2-005 3,5-Cl2 2-CH3 C(O)OCH3 CH=NOCH3(Z) *1
―――――――――――――――――――――――――――――――――――
本発明化合物のうち、融点の記載のない化合物の1H NMRデータを第3表に示す。
――――――――――――――――――――――――――――――――――――――
No. (X) m (Y) n R 2 R 1 mp (° C.)
――――――――――――――――――――――――――――――――――――――
2-001 3,5-Cl 2 2-CH 3 CH 2 OCH 3 CH = NOCH 3 * 1
2-002 3,5-Cl 2 2-CH 3 CH 3 CH = NOCH 3 (E) * 1
2-003 3,5-Cl 2 2-CH 3 CH 3 CH = NOCH 3 (Z) * 1
2-004 3,5-Cl 2 2-CH 3 C (O) OCH 3 CH = NOCH 3 (E) * 1
2-005 3,5-Cl 2 2-CH 3 C (O) OCH 3 CH = NOCH 3 (Z) * 1
――――――――――――――――――――――――――――――――――――――
Among the compounds of the present invention, 1 H NMR data of compounds having no melting point is shown in Table 3.

尚、表中(A)との記載は重クロロホルム溶媒中、テトラメチルシランを標準物質として
用い、300MHzにて測定した条件(CDCl3, Me4Si, 300MHz)を表し、(B)との記載は(CDCl3, Me4Si, 400MHz)の測定条件をそれぞれ表す。
第3表
―――――――――――――――――――――――――――――――――――
No. 1H NMR
―――――――――――――――――――――――――――――――――――
1-002 (B)δ8.58 (d, J=14.2Hz, 1H), 7.85 (d, J=14.2Hz, 1H), 7.4-7.6 (m,
6H),4.09 (d, J=17.4Hz, 1H), 3.78 (s, 3H), 3.70 (d, J=17.4Hz, 1H),
2.51 (s, 3H)。
1-006 (B)δ8.49 (d, J=9.0Hz, 1H), 7.77 (d, J=9.0Hz, 1H), 7.5-7.65 (m,
5H),7.44 (t, J=1.8Hz, 1H), 4.36 (qui, J=6.4Hz, 1H), 4.09 (d,
J=17.4Hz, 1H), 3.71 (d, J=17.4Hz, 1H), 2.54 (s, 3H), 1.26 (d,
J=6.4Hz, 6H)。
1-008 (A)δ8.45 (d, J=9.0Hz, 1H), 7.87 (bs, 1H), 7.5-7.65 (m, 5H),
7.44 (t, J=1.8Hz, 1H), 4.31 and 4.45 (q, J=9.0Hz, 2H),
4.09 (d, J=17.4Hz, 1H), 3.71 (d, J=17.4Hz, 1H), 2.54 (s, 3H)。
2-001 (A)δ7.25-7.55 (m, 6H), 6.89 and 6.91 (s, 1H), 5.22 and 5.25 (s,
2H),4.09 (d, J=17.4Hz, 1H), 3.79 and 3.80 (s, 3H), 3.70 (d,
J=17.4Hz, 1H),3.38 and 3.39 (s, 3H), 2.40 and 2.43 (s, 3H)。
2-002 (A)δ7.86 (s, 1H), 7.2-7.6 (m, 6H), 4.09 (d, J=18.0Hz, 1H),
3.75 (s, 3H), 3.70 (d, J=18.0Hz, 1H), 3.35 (s, 3H), 2.30 (s, 3H)。
2-003 (A)δ7.2-7.6 (m, 6H), 6.72 (s, 1H), 4.08 (d, J=18.0Hz, 1H),
3.86 (s, 3H), 3.70 (d, J=18.0Hz, 1H), 3.39 (s, 3H), 2.34 (s, 3H)。
―――――――――――――――――――――――――――――――――――
[試験例]
次に、本発明化合物の有害生物防除剤としての有用性について、以下の試験例において具体的に説明するが、本発明はこれらのみに限定されるものではない。
The description (A) in the table indicates conditions (CDCl 3 , Me 4 Si, 300 MHz) measured at 300 MHz using tetramethylsilane as a standard substance in a heavy chloroform solvent, and the description of (B) Represents the measurement conditions of (CDCl 3 , Me 4 Si, 400 MHz).
Table 3 ――――――――――――――――――――――――――――――――――――
No. 1 H NMR
――――――――――――――――――――――――――――――――――――――
1-002 (B) δ 8.58 (d, J = 14.2 Hz, 1 H), 7. 85 (d, J = 14.2 Hz, 1 H), 7.4-7.6 (m,
6H), 4.09 (d, J = 17.4 Hz, 1 H), 3.78 (s, 3 H), 3.70 (d, J = 17.4 Hz, 1 H),
2.51 (s, 3 H).
1-006 (B) δ 8.49 (d, J = 9.0 Hz, 1 H), 7.77 (d, J = 9.0 Hz, 1 H), 7.5-7.65 (m,
5H), 7.44 (t, J = 1.8 Hz, 1 H), 4.36 (qui, J = 6.4 Hz, 1 H), 4.09 (d,
J = 17.4 Hz, 1 H), 3.71 (d, J = 17.4 Hz, 1 H), 2.54 (s, 3 H), 1.26 (d,
J = 6.4 Hz, 6 H).
1-008 (A) δ 8.45 (d, J = 9.0 Hz, 1 H), 7.87 (bs, 1 H), 7.5-7.65 (m, 5 H),
7.44 (t, J = 1.8 Hz, 1 H), 4.31 and 4. 45 (q, J = 9.0 Hz, 2 H),
4.09 (d, J = 17.4 Hz, 1 H), 3.71 (d, J = 17.4 Hz, 1 H), 2.54 (s, 3 H).
2-001 (A)? 7.25-7.55 (m, 6H), 6.89 and 6.91 (s, 1 H), 5.22 and 5.25 (s, 6)
2H), 4.09 (d, J = 17.4 Hz, 1H), 3.79 and 3.80 (s, 3H), 3.70 (d,
J = 17.4 Hz, 1H), 3.38 and 3.39 (s, 3H), 2.40 and 2.43 (s, 3H).
2-002 (A) δ 7.86 (s, 1 H), 7.2-7.6 (m, 6 H), 4.09 (d, J = 18.0 Hz, 1 H),
3.75 (s, 3H), 3.70 (d, J = 18.0 Hz, 1H), 3.35 (s, 3H), 2.30 (s, 3H).
2-003 (A) δ 7.2-7.6 (m, 6 H), 6.72 (s, 1 H), 4.08 (d, J = 18.0 Hz, 1 H),
3.86 (s, 3 H), 3.70 (d, J = 18.0 Hz, 1 H), 3. 39 (s, 3 H), 2. 34 (s, 3 H).
――――――――――――――――――――――――――――――――――――――
[Test example]
Next, the usefulness of the compound of the present invention as a pest control agent will be specifically described in the following test examples, but the present invention is not limited thereto.

試験例1 コナガに対する殺虫試験
本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製した。この薬液中にカンランの葉を約10秒間浸漬し、風乾後シャーレに入れ、この中にコナガ(Plutella xylostella)の2齢幼虫をシャ
ーレ当たり5頭放虫し、蓋をして25℃恒温室に収容した。6日後の死虫数を調査し、下記の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 1 Insecticidal test against diamond moth A 10% emulsion of the compound of the present invention (in some compounds, a 10% wettable powder was used) was diluted with water containing a spreading agent to prepare a 500 ppm concentration drug solution. Soak leaves of this orchid for about 10 seconds, air-dry and put in a petri dish, in which 5 second instar larvae of Plutella xylostella are released per petri dish, covered and put in a 25 ° C constant temperature room I housed it. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the following formula. In addition, the test was done by 2 stations.

死虫率(%)=(死虫数/放虫数)×100
その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002**,1-003**,1-004**,1-005**,1-006**,1-008**,1-009**,2-002**,2-003**,2-004**,2-005**。
Mortality rate (%) = (number of worms / number of worms) x 100
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
Invention compounds: No. 1-002 **, 1-003 **, 1-004 **, 1-005 **, 1-006 **, 1-008 **, 1-009 **, 2- 002 **, 2-003 **, 2-004 **, 2-005 **.

尚、上記*印は100ppm濃度の薬液を用いて殺虫試験を実施したことを表し、**印は10ppm濃度の薬液を用いて殺虫試験を実施したことを表す。   The symbol * indicates that an insecticidal test was performed using a 100 ppm concentration chemical solution, and the symbol ** indicates that an insecticidal test was performed using a 10 ppm concentration chemical solution.

試験例2 ハスモンヨトウに対する殺虫試験
本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製した。この薬液中にカンランの葉を約10秒間浸漬し、風乾後シャーレに入れ、この中にハスモンヨトウ(Spodoptera litura)の2齢幼虫
をシャーレ当たり5頭放虫し、蓋をして25℃恒温室に収容した。6日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 2 Insecticidal Test on Spodoptera litura 10% emulsion of the compound of the present invention (depending on the compound, 10% wettable powder) was diluted with spreader-containing water to prepare a 500 ppm concentration drug solution. Soak leaves of this orchid for about 10 seconds, air dry and put in a petri dish, in which 5 second instar larvae of Spodoptera litura are released per petri dish, cover and put in a 25 ° C constant temperature chamber I housed it. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002**,1-003**,1-004**,1-005**,1-006**,1-008**,1-009**,1-010**,2-001*,2-002**,2-003**,2-004**,2-005**。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
Invention compounds: No. 1-002 **, 1-003 **, 1-004 **, 1-005 **, 1-006 **, 1-008 **, 1-009 **, 1- 010 **, 2-001 *, 2-002 **, 2-003 **, 2-004 **, 2-005 **.

尚、上記*印は100ppm濃度の薬液を用いて殺虫試験を実施したことを表し、**印は10ppm濃度の薬液を用いて殺虫試験を実施したことを表す。   The symbol * indicates that an insecticidal test was performed using a 100 ppm concentration chemical solution, and the symbol ** indicates that an insecticidal test was performed using a 10 ppm concentration chemical solution.

試験例3 シロイチモジヨトウに対する殺虫試験
本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、100ppm濃度の薬液を調製した。この薬液中にカンランの葉を約10秒間浸漬し、風乾後シャーレに入れ、この中にシロイチモジヨトウ(Spodoptera exigua)の2齢
幼虫をシャーレ当たり5頭放虫し、蓋をして25℃恒温室に収容した。6日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 3 Insecticidal Test for P. thunbergii L. A 10% emulsion of the compound of the present invention (in some compounds, a 10% wettable powder is used) was diluted with water containing a spreading agent to prepare a 100 ppm concentration solution. Soak leaves of this orchid for about 10 seconds, air dry and put in a petri dish, in which 5 second instar larvae of Spodoptera exigua are released per petri dish, cover and put in a 25 ° C constant temperature chamber I housed it. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-003,1-004。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-003, 1-004.

試験例4 チャハマキに対する殺虫試験
本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、100ppm濃度の薬液を調製した。この薬液中にカンランの葉を約10秒間浸漬し、風乾後シャーレに入れ、この中にチャハマキ(Homona magnanima)の2齢幼虫をシャーレ当たり5頭放虫し、蓋をして25℃恒温室に収容した。6日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 4 Insecticidal Test for Chahamaki A 10% emulsion of the compound of the present invention (a 10% wettable powder is tested depending on the compound) was diluted with water containing a spreading agent to prepare a 100 ppm concentration drug solution. Soak leaves of this orchid for about 10 seconds, air-dry and put in a petri dish, in which 5 second-instar larvae of chahamaki (Homona magnanima) are released per petri dish, covered and put in a 25 ° C constant temperature chamber I housed it. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-004。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-002 to 1-004.

試験例5 オオタバコガに対する殺虫試験
本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、100ppm濃度の薬液を調製した。この薬液中にカンランの葉を約10秒間浸漬し、風乾後シャーレに入れ、この中にオオタバコガ(Helicoverpa armigera)の2齢幼虫をシャーレ当たり1頭放虫し、蓋をして25℃恒温室に収容した。6日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は12連制で行なった。
Test Example 5 Insecticidal Test for Helicoverpa armigera A 10% emulsion of the compound of the present invention (in some compounds, a 10% wettable powder was used) was diluted with water containing a spreading agent to prepare a 100 ppm concentration drug solution. Soak leaves of this orchid for about 10 seconds, air dry and put in a petri dish, in which one second instar larva of Helicoverpa armigera is released per petri dish and covered with a lid at 25 ° C in a constant temperature room I housed it. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was performed by 12 continuous control.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008,1-009,2-001〜2-005。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compounds of the present invention: No. 1-002 to 1-006, 1-008, 1-009, 2-001 to 2-005.

試験例6 モモシンクイガに対する殺虫試験
本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、100ppm濃度の薬液を調製した。この薬液中にモモシンクイガ(Carpocina sasakii)に産卵させたリンゴの幼果(20卵/果)を約10秒間浸漬し、風乾後シャーレ
に入れ、蓋をして25℃恒温室に収容した。20日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 6 Insecticidal Test on Moss Iris A 10% emulsion of the compound of the present invention (in some compounds, a 10% wettable powder was tested) was diluted with water containing a spreading agent to prepare a 100 ppm concentration drug solution. Apple pods (20 eggs / fruit) laid on eggs by Carpocina sasakii were dipped in this solution for about 10 seconds, air-dried, placed in a petri dish, covered and housed in a 25 ° C. temperature-controlled room. The number of dead insects after 20 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-003,1-004。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-003, 1-004.

試験例7 ミカンキイロアザミウマに対する殺虫試験
内径7cmのスチロールカップに湿った濾紙を敷き、その上に同径に切り取ったインゲン
の葉を置き、ミカンキイロアザミウマ(Frankliniella occidentalis)の1齢幼虫を1葉当たり10頭接種した。本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製し、回転式散布塔を用いて薬液をスチロールカップ当たり2.5mlずつ散布、蓋をして25℃恒温室に収容した。2
日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 7 Insecticidal test against P. thunbergii thrips A wet filter paper is placed in a 7 cm inner diameter styrol cup, green beans leaves cut to the same diameter are placed on it, and the first instar larvae of thrips occidental (Frankliniella occidentalis) per leaf Ten animals were inoculated. A 10% emulsion of the compound of the present invention (a 10% wettable powder is tested depending on the compound) is diluted with water containing a spreading agent to prepare a 500 ppm concentration drug solution, and the solution is prepared using a rotary spray tower. Each 2.5 ml of the polystyrene cup was sprayed, covered, and placed in a temperature controlled room at 25 ° C. 2
The number of dead insects after the day was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008〜1-010,2-002〜2-005。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-002 to 1-006, 1-008 to 1-010, 2-002 to 2-005.

試験例8 ミナミキイロアザミウマに対する殺虫試験
内径7cmのスチロールカップに湿った濾紙を敷き、その上に同径に切り取ったインゲン
の葉を置き、ミナミキイロアザミウマ(Thrips palmi)の成虫を1葉当たり10頭接種した。本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、100ppm濃度の薬液を調製し、回転式散布塔を用いて薬液をスチロールカップ当たり2.5mlずつ散布、蓋をして25℃恒温室に収容した。2日後の死虫数を調査
し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 8 Insecticidal test against South African thrips A wet filter paper is placed in a 7 cm inner diameter styrol cup, green bean leaves cut to the same diameter are placed thereon, and 10 adults of southern thrips (Thrips palmi) per leaf I inoculated it. A 10% emulsion of the compound of the present invention (a 10% wettable powder is tested depending on the compound) is diluted with water containing a spreading agent to prepare a 100 ppm concentration drug solution, and the solution is treated using a rotary spray tower. Each 2.5 ml of the polystyrene cup was sprayed, covered, and placed in a temperature controlled room at 25 ° C. The number of dead insects after 2 days was investigated, and the dead insect rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008〜1-010,2-001,2-003〜2-005。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-002 to 1-006, 1-008 to 1-010, 2-001, 2-003 to 2-005.

試験例9 オオトゲシラホシカメムシに対する殺虫試験
本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製した。この薬液中にイネの葉鞘を約10秒間浸漬し、風乾後試験管に入れ、この中にオオトゲシラホシカメムシ(Eysarcoris lewisi)の1
齢幼虫を試験管当たり5頭放虫し、スポンジで蓋をして25℃恒温室に収容した。2日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 9 Insecticidal Test for Phytophthora infestans A 10% emulsion of the compound of the present invention (with 10% water dispersible powder depending on the compound) was diluted with water containing a spreading agent to prepare a 500 ppm solution . The leaf sheath of rice is immersed in this solution for about 10 seconds, air-dried and then placed in a test tube, in which one of Eysarcoris lewisi is placed.
Five instar larvae were released per test tube, covered with a sponge and housed in a 25 ° C. temperature controlled room. The number of dead insects after 2 days was investigated, and the dead insect rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008,1-009。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-002 to 1-006, 1-008, 1-009.

試験例10 トビイロウンカに対する殺虫試験
本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製した。この薬液中にイネの葉鞘を約10秒間浸漬し、風乾後試験管に入れ、この中にトビイロウンカ(Nilaparvata lugens)の2齢幼虫を試験管当たり5頭放虫し、スポンジで蓋をして25℃恒温室に収容した。6日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 10 Insecticidal Test for Tobira Planthopper A 10% emulsion of the compound of the present invention (in some compounds, a 10% wettable powder was used) was diluted with water containing a spreading agent to prepare a 500 ppm concentration solution. Soak rice leaf sheath for about 10 seconds in this solution, air-dry it, and put it in a test tube, into which 5 second instar larvae of Nilaparvata lugens are released per test tube and covered with a sponge and 25 It was housed in a temperature-controlled room. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008,1-009,2-002〜2-005。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-002 to 1-006, 1-008, 1-009, 2-002 to 2-005.

試験例11 シルバーリーフコナジラミに対する殺虫試験
内径7cmのスチロールカップに湿った濾紙を敷き、その上にシルバーリーフコナジラミ(Bemisia argentifolii)に産卵させたトマトの葉(10卵/葉)を切り取って置いた。本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製し、回転式散布塔を用いて薬液をスチロールカップ当たり2.5mlずつ散布、蓋をして25℃恒温室に収容した。6日後の死虫数を調査し、試験
例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 11 Insecticidal Test against Silver Leaf Whitefly White-rolled filter paper was placed in a polystyrene cup with an inner diameter of 7 cm, and tomato leaves (10 eggs / leaf) laid on silver leaf whitefly (Bemisia argentifolii) were cut and placed thereon. A 10% emulsion of the compound of the present invention (a 10% wettable powder is tested depending on the compound) is diluted with water containing a spreading agent to prepare a 500 ppm concentration drug solution, and the solution is prepared using a rotary spray tower. Each 2.5 ml of the polystyrene cup was sprayed, covered, and placed in a temperature controlled room at 25 ° C. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008,1-009,2-003〜2-005。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compounds of the present invention: No. 1-002 to 1-006, 1-008, 1-009, 2-003 to 2-005.

試験例12 モモアカアブラムシに対する殺虫試験
内径3cmのガラスシャーレに湿った脱脂綿を敷き、その上に同径に切り取ったカンラン
の葉を置き、モモアカアブラムシ(Myzus persicae)無翅成虫を4頭放虫した。1日後、本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製し、回転式散布塔にて薬液を散布(2.5mg/cm2)、蓋を
して25℃恒温室に収容した。6日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 12 Insecticidal test against green peach aphid A cotton petri dish having a diameter of 3 cm was placed with moist absorbent cotton, and the same diameter cut orchid leaves were placed thereon, and 4 green peach aphid (Myzus persicae) solid worms were released did. One day later, a 10% emulsion of the compound of the present invention (a 10% wettable powder is tested depending on the compound) is diluted with water containing a spreading agent to prepare a 500 ppm concentration drug solution, and it is used in a rotary spray tower. The drug solution was sprayed (2.5 mg / cm 2 ), covered and housed in a 25 ° C. constant temperature chamber. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008,1-009,2-002,2-003,2-005。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compounds of the present invention: No. 1-002 to 1-006, 1-008, 1-009, 2-002, 2-003, 2-005.

試験例13 フジコナカイガラムシに対する殺虫試験
内径7cmのスチロールカップに湿った濾紙を敷き、その上に同径に切り取ったインゲン
の葉を置き、フジコナカイガラムシ(Planococcus kraunhiae)の1齢幼虫を1葉当たり1
0頭接種した。本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製し、回転式散布塔を用いて薬液をスチロールカップ当たり2.5mlずつ散布、蓋をして25℃恒温室に収容した。6日後の
死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 13 Insecticidal test against Fuji konjac mosquitoes Place moist filter paper in a polystyrene cup with an inner diameter of 7 cm, put green bean leaves cut to the same diameter on it, and place per 1 leaf of the first instar larvae of 1
0 was inoculated. A 10% emulsion of the compound of the present invention (a 10% wettable powder is tested depending on the compound) is diluted with water containing a spreading agent to prepare a 500 ppm concentration drug solution, and the solution is prepared using a rotary spray tower. Each 2.5 ml of the polystyrene cup was sprayed, covered, and placed in a temperature controlled room at 25 ° C. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008,1-009,2-003,2-005。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compounds of the present invention: No. 1-002 to 1-006, 1-008, 1-009, 2-003, 2-005.

試験例14 ウリハムシに対する殺虫試験
本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製した。この薬液中にキュウリの葉を約10秒間浸
漬し、風乾後シャーレに入れ、この中にウリハムシ(Aulacophora femoralis)の2齢幼虫
をシャーレ当たり5頭放虫し、蓋をして25℃恒温室に収容した。6日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 14 Insecticidal Test for Leaf Beetle A 10% emulsion of the compound of the present invention (in some compounds, a 10% wettable powder was used) was diluted with water containing a spreading agent to prepare a 500 ppm concentration drug solution. Soak cucumber leaves in this solution for about 10 seconds, air-dry and put in petri dishes, in which 5 second-instar larvae of ground flea beetle (Aulacophora femoralis) are released per petri dish, covered and placed in a 25 ° C constant-temperature room I housed it. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008〜1-010,2-002〜2-005。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-002 to 1-006, 1-008 to 1-010, 2-002 to 2-005.

試験例15 マメハモグリバエに対する殺虫試験
本発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製した。この薬液中にマメハモグリバエ(Liriomyza
trifolii)に産卵させた直径7cmに切り取ったインゲンの葉(10卵/葉)を約10秒間浸漬し、風乾後、内径7cmのスチロールカップに敷いた湿った濾紙の上に置き、蓋をして25
℃恒温室に収容した。6日後の死虫数を調査し、試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 15 Insecticidal Test for Peanut Moth Flyfly A 10% emulsion of the compound of the present invention (in some compounds, a 10% wettable powder is used) was diluted with water containing a spreading agent to prepare a 500 ppm concentration drug solution. In this medicinal solution, the bean leafminer fly (Liriomyza)
Dip the green bean leaves (10 eggs / leaf) cut to a diameter of 7 cm laid on the trifolii) for about 10 seconds, air-dry, place on a moist filter paper covered with a 7 cm inner diameter polystyrene cup, and cover 25
It was housed in a temperature-controlled room. The number of dead insects after 6 days was investigated, and the mortality rate was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008〜1-010,2-002〜2-005。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-002 to 1-006, 1-008 to 1-010, 2-002 to 2-005.

試験例16 ナミハダニに対する殺虫試験
内径7cmのスチロールカップに湿った濾紙を敷き、その上に同径に切り取ったインゲン
の葉を置き、ナミハダニ(Tetranychus urticae)の幼虫を1葉当たり10頭接種した。本
発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、500ppm濃度の薬液を調製し、回転式散布塔を用いて薬液をスチロールカップ当たり2.5mlずつ散布、蓋をして25℃恒温室に収容した。6日後の死虫数を調査し、
試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 16 Insecticidal test against black spider mite A damp filter paper was placed in a polystyrene cup with an inner diameter of 7 cm, green beans leaves cut to the same diameter were placed thereon, and 10 larvae of the spider red mite (Tetranychus urticae) were inoculated per leaf. A 10% emulsion of the compound of the present invention (a 10% wettable powder is tested depending on the compound) is diluted with water containing a spreading agent to prepare a 500 ppm concentration drug solution, and the solution is prepared using a rotary spray tower. Each 2.5 ml of the polystyrene cup was sprayed, covered, and placed in a temperature controlled room at 25 ° C. Investigate the number of dead insects after 6 days,
The mortality was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-002〜1-006,1-008〜1-010,2-002〜2-005。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-002 to 1-006, 1-008 to 1-010, 2-002 to 2-005.

試験例17 ミカンサビダニに対する殺虫試験
内径7cmのスチロールカップに湿った濾紙を敷き、その上に同径に切り取ったミカンの
葉を置き、ミカンサビダニ(Aculops pelekassi)の幼虫を1葉当たり10頭接種した。本
発明化合物の10%乳剤(化合物によっては10%水和剤を供試)を展着剤の入った水で希釈して、100ppm濃度の薬液を調製し、回転式散布塔を用いて薬液をスチロールカップ当たり2.5mlずつ散布、蓋をして25℃恒温室に収容した。6日後の死虫数を調査し、
試験例1と同様の計算式から死虫率を算出した。尚、試験は2連制で行なった。
Test Example 17 Insecticidal test against Scutellaria barbata D.Dense filter paper was placed in a 7 cm inner diameter styrol cup, and the same diameter cut orange leaves were placed thereon, and 10 of them were inoculated with larvae of the red snail mite (Aculops pelekassi) per leaf. . A 10% emulsion of the compound of the present invention (a 10% wettable powder is tested depending on the compound) is diluted with water containing a spreading agent to prepare a 100 ppm concentration drug solution, and the solution is treated using a rotary spray tower. Each 2.5 ml of the polystyrene cup was sprayed, covered, and placed in a temperature controlled room at 25 ° C. Investigate the number of dead insects after 6 days,
The mortality was calculated from the same formula as that of Test Example 1. In addition, the test was done by 2 stations.

その結果、供試した化合物の内、下記の化合物が80%以上の死虫率を示した。
本発明化合物:No.1-003,1-004,1-008。
As a result, among the compounds tested, the following compounds showed a mortality of 80% or more.
The compound of the present invention: No. 1-003, 1-004, 1-008.

本発明に係るイソキサゾリン置換安息香酸アミド化合物は、優れた有害生物防除活性、特に殺虫・殺ダニ活性を示し、且つ、ホ乳動物、魚類及び益虫等の非標的生物に対してほとんど悪影響の無い、極めて有用な化合物である。
The isoxazoline-substituted benzoic acid amide compounds according to the present invention show excellent pest control activity, particularly insecticidal and acaricidal activity, and have almost no adverse effect on non-target organisms such as mammals, fish and beneficial insects. It is a very useful compound.

Claims (8)

式(1):
Figure 2019048883
[式中、A及びAは、炭素原子又は窒素原子を表し、
は、炭素原子を表し、
Gは、G−1
Figure 2019048883
で表される基を表し、
Wは、酸素原子又は硫黄原子を表し、
Xは、ハロゲン原子、シアノ基、ニトロ基、C〜Cアルキル基、C〜Cハロアルキル基、−OR、−S(O)又は−SFを表し、mが2又は3を表すとき、各々のXは互いに同一であっても又は互いに相異なっていてもよく、
Yは、ハロゲン原子、シアノ基、ニトロ基、C〜Cアルキル基、C〜Cハロアルキル基、C〜Cアルコキシ(C〜C)アルキル基、−OR、−SR又は−N(R)Rを表し、
は、−CH=NOR1aを表し、
1aは、水素原子、C〜Cアルキル基、C〜Cハロアルキル基、C〜Cシクロアルキル基、C〜Cアルケニル基、C〜Cアルキニル基又はC〜Cハロアルキニル基を表し、
は、水素原子、C〜Cアルキル基、C〜Cアルケニル基、−CH14a、C〜Cアルキニル基、C〜Cアルキルカルボニル基、−C(O)R15、−C(O)OR15、−C(O)SR15、−C(S)OR15、−C(S)SR15、−SR15又は−SN(R20)R19を表し、
は、C〜Cハロアルキル基を表し、
は、C〜Cアルキル基又はC〜Cハロアルキル基を表し、
は、C〜Cアルキル基又はC〜Cアルキルカルボニル基を表し、
は、水素原子又はC〜Cアルキル基を表し、
14aは、シアノ基、−OR25、−S(O)27、−C(O)OR28又はフェニル基を表し、
15は、C〜Cアルキル基、C〜Cハロアルキル基又はC〜Cシクロアルキル基を表し、
19は、C〜Cアルキル基、C〜Cアルコキシカルボニル基又はC〜Cアルコキシカルボニル(C〜C)アルキル基を表し、
20は、C〜Cアルキル基又はベンジル基を表すか、或いは、R20はR19と一緒になってC〜Cアルキレン鎖を形成することにより、結合する窒素原子と共に3〜7員環を形成してもよいことを表し、このときこのアルキレン鎖は酸素原子を1個含んでもよく、
25は、C〜Cアルキル基、C〜Cハロアルキル基、C〜Cアルコキシ(C〜C)アルキル基、−C(O)R32又は−C(O)OR32を表し、
27及びR28は、各々独立してC〜Cアルキル基を表し、
32は、C〜Cアルキル基、C〜Cシクロアルキル基、フェニル基又はベンジル基を表し、
mは、1〜3の整数を表し、
nは、0又は1の整数を表し、
rは、0〜2の整数を表す。]
で表されるイソキサゾリン置換ベンズアミド化合物又はその塩。
Formula (1):
Figure 2019048883
[Wherein, A 1 and A 2 represent a carbon atom or a nitrogen atom,
A 3 represents a carbon atom,
G is G-1
Figure 2019048883
Represents a group represented by
W represents an oxygen atom or a sulfur atom,
X represents a halogen atom, a cyano group, a nitro group, a C 1 to C 6 alkyl group, a C 1 to C 6 haloalkyl group, -OR 5 , -S (O) r R 5 or -SF 5 , and m is 2 Or when it represents 3, each X may be identical to each other or different from each other,
Y represents a halogen atom, a cyano group, a nitro group, a C 1 to C 6 alkyl group, a C 1 to C 6 haloalkyl group, a C 1 to C 4 alkoxy (C 1 to C 4 ) alkyl group, -OR 5 , -SR 5 or -N (R 7 ) R 6 is represented,
R 1 represents -CH = NOR 1a ,
R 1a is a hydrogen atom, a C 1 to C 6 alkyl group, a C 1 to C 4 haloalkyl group, a C 3 to C 8 cycloalkyl group, a C 2 to C 6 alkenyl group, a C 3 to C 6 alkynyl group or C 3 To a C 6 haloalkynyl group,
R 2 is a hydrogen atom, a C 1 to C 6 alkyl group, a C 2 to C 6 alkenyl group, -CH 2 R 14a , a C 3 to C 6 alkynyl group, a C 1 to C 6 alkyl carbonyl group, -C (O ) R 15, -C (O) oR 15, represents a -C (O) SR 15, -C (S) oR 15, -C (S) SR 15, -SR 15 or -SN (R 20) R 19 ,
R 3 represents a C 1 to C 6 haloalkyl group,
R 5 represents a C 1 to C 6 alkyl group or a C 1 to C 6 haloalkyl group,
R 6 represents a C 1 to C 6 alkyl group or a C 1 to C 6 alkyl carbonyl group,
R 7 represents a hydrogen atom or a C 1 to C 6 alkyl group,
R 14a represents a cyano group, -OR 25 , -S (O) r R 27 , -C (O) OR 28 or a phenyl group,
R 15 represents a C 1 to C 4 alkyl group, a C 1 to C 4 haloalkyl group or a C 3 to C 8 cycloalkyl group,
R 19 represents a C 1 to C 4 alkyl group, a C 1 to C 6 alkoxycarbonyl group or a C 1 to C 4 alkoxycarbonyl (C 1 to C 4 ) alkyl group,
R 20 represents a C 1 to C 4 alkyl group or a benzyl group, or alternatively, R 20 together with R 19 forms a C 2 to C 6 alkylene chain to form a 3- to 3-membered nitrogen atom. It represents that a 7-membered ring may be formed, and in this case, the alkylene chain may contain one oxygen atom,
R 25 is a C 1 to C 4 alkyl group, a C 1 to C 4 haloalkyl group, a C 1 to C 4 alkoxy (C 1 to C 4 ) alkyl group, -C (O) R 32 or -C (O) OR Represents 32
R 27 and R 28 each independently represent a C 1 to C 4 alkyl group,
R 32 represents a C 1 to C 6 alkyl group, a C 3 to C 8 cycloalkyl group, a phenyl group or a benzyl group,
m represents an integer of 1 to 3;
n represents an integer of 0 or 1;
r represents an integer of 0 to 2; ]
Isoxazoline substituted benzamide compound represented by or a salt thereof.
Wは、酸素原子を表し、
Xは、ハロゲン原子、シアノ基、ニトロ基、C〜Cアルキル基、C〜Cハロアルキル基、−OR又は−S(O)を表し、mが2又は3を表すとき、各々のXは互いに同一であっても又は互いに相異なっていてもよく、
1aは、C〜Cアルキル基を表し、
は、水素原子、−CH14a、C〜Cアルキニル基又はC〜Cアルコキシカルボニル基を表し、
14aは、シアノ基又は−OR25を表し、
25は、C〜Cアルキル基、C〜Cハロアルキル基又は−C(O)OR32を表し、
32は、C〜Cアルキル基を表す、請求項1記載のイソキサゾリン置換ベンズアミド化合物又はその塩。
W represents an oxygen atom,
X is a halogen atom, a cyano group, a nitro group, C 1 -C 6 alkyl group, C 1 -C 6 haloalkyl group, a -OR 5 or -S (O) r R 5, m represents 2 or 3 When each X may be identical to one another or different from one another,
R 1a represents a C 1 to C 6 alkyl group,
R 2 represents a hydrogen atom, -CH 2 R 14a , a C 3 -C 6 alkynyl group or a C 1 -C 6 alkoxycarbonyl group,
R 14a represents a cyano group or -OR 25 ;
R 25 represents a C 1 -C 4 alkyl group, a C 1 -C 4 haloalkyl group or -C (O) OR 32 ,
The isoxazoline-substituted benzamide compound or a salt thereof according to claim 1 , wherein R 32 represents a C 1 -C 6 alkyl group.
Xは、ハロゲン原子又はC〜Cハロアルキル基を表し、mが2又は3を表す時、各々のXは互いに同一であっても又は互いに相異なっていてもよく、
Yはハロゲン原子、C〜Cアルキル基又はC〜Cハロアルキル基を表す、請求項2記載のイソキサゾリン置換ベンズアミド化合物又はその塩。
X represents a halogen atom or a C 1 -C 6 haloalkyl group, and when m represents 2 or 3, each X may be the same as or different from each other,
Y is a halogen atom, C 1 -C 6 alkyl group or a C 1 -C 6 haloalkyl group, isoxazoline-substituted benzamide compound or a salt thereof according to claim 2, wherein.
式(1)−A:
Figure 2019048883
で表され、該式中の置換基(X)、(Y)、R及びRはそれぞれ以下の表に示された基を表すイソキサゾリン置換ベンズアミド化合物又はその塩。
Figure 2019048883
[上記式中、Etはエチル基を表し、Pr−nはノルマルプロピル基を表し、Pr−iはイソプロピル基を表し、E及びZは幾何異性体を表す。]
Formula (1) -A:
Figure 2019048883
Isoxazoline-substituted benzamide compounds or salts thereof, wherein the substituents (X) m , (Y) n , R 2 and R 1 in the formula each represent a group shown in the following table.
Figure 2019048883
[In the above formula, Et represents an ethyl group, Pr-n represents a normal propyl group, Pr-i represents an isopropyl group, and E and Z each represent a geometric isomer. ]
請求項1乃至請求項4のいずれか1項に記載のイソキサゾリン置換ベンズアミド化合物及びその塩から選ばれる1種又は2種以上を有効成分として含有する有害生物防除剤。   The pest control agent which contains the 1 type (s) or 2 or more types chosen from the isoxazoline substituted benzamide compound and its salt of any one of Claim 1 thru | or 4 as an active ingredient. 請求項1乃至請求項4のいずれか1項に記載のイソキサゾリン置換ベンズアミド化合物及びその塩から選ばれる1種又は2種以上を有効成分として含有する農薬。   The agrochemical which contains 1 type, or 2 or more types chosen from the isoxazoline substituted benzamide compound and its salt of any one of Claim 1 thru | or 4 as an active ingredient. 請求項1乃至請求項4のいずれか1項に記載のイソキサゾリン置換ベンズアミド化合物及びその塩から選ばれる1種又は2種以上を有効成分として含有する哺乳動物又は鳥類の内部もしくは外部寄生虫防除剤。   An agent for controlling an endoparasite or ectoparasite of a mammal or a bird comprising one or more selected from the isoxazoline-substituted benzamide compounds according to any one of claims 1 to 4 and salts thereof as an active ingredient. 請求項1乃至請求項4のいずれか1項に記載のイソキサゾリン置換ベンズアミド化合物及びその塩から選ばれる1種又は2種以上を有効成分として含有する殺虫剤又は殺ダニ剤。
The insecticide or acaricide which contains 1 type, or 2 or more types chosen from the isoxazoline substituted benzamide compound and its salt as described in any one of Claim 1 thru | or 4 as an active ingredient.
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110367269A (en) * 2019-08-07 2019-10-25 江西正邦作物保护有限公司 A kind of Pesticidal combination containing fluorine oxazole amide and avermectin
DE112020001243T5 (en) 2019-03-15 2021-12-02 Denso Corporation Valve timing adjustment device
WO2023221868A1 (en) * 2022-05-20 2023-11-23 天津瑞普生物技术股份有限公司 Derivative of isoxazoline compound and use thereof

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE112020001243T5 (en) 2019-03-15 2021-12-02 Denso Corporation Valve timing adjustment device
CN110367269A (en) * 2019-08-07 2019-10-25 江西正邦作物保护有限公司 A kind of Pesticidal combination containing fluorine oxazole amide and avermectin
WO2023221868A1 (en) * 2022-05-20 2023-11-23 天津瑞普生物技术股份有限公司 Derivative of isoxazoline compound and use thereof

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