TW201012812A - Insecticidal sulphur-derivatized 1-azinylpyrazoles - Google Patents

Abstract

The present invention relates to sulphur-derivatized 1-azinylpyrazoles, to their use as insecticides and/or parasiticides and to processes for their preparation. The invention furthermore provides various intermediates obtained in the preparation of the sulphur-derivatized 1-azinylpyrazoles according to the invention. Finally, the invention also provides compositions comprising such azinylpyrazoles.

Description

201012812 VI. Description of the Invention: TECHNICAL FIELD OF THE INVENTION The present invention relates to sulfur-derived 1-cultivated pyrazoles, their use as insecticides and/or parasiticides, and methods for their injury. The present invention also provides various intermediates obtained in the preparation of the sulfur-derived 1_cultivated pyrazole according to the present invention. Finally, the present invention also provides a composition comprising the n-well π ratio β-seat. [Prior Art] DE 197 51 943 Α1 series on ι_fluorenyl-5-alkylsulfonyl-, 1-methyl-5-alkylsulfinyl and 1-thiol_5_sulfuryl - Substituted η is based on hydrazino, its preparation method and its use as a herbicide. The intermediate obtained in the corresponding synthesis of the herbicide is especially 5-amino-1-indolyl-3-(methylthioalkyl)·1Η-pyrazole-4-carbonitrile. However, DE 197 51 943 Α 1 does not reveal any insecticidal action of this intermediate.

Liu et al., Youji Huaxue (2006), 26(11), 1600-1605 also reveals the herbicidal ratio of amino-1-(carotidine-4-yl)_3_(mercaptosulfanyl)_1H-pyrazole glacitriene Intermediate in the synthesis of the agent.

Meegalla et al. revealed the synthesis and insecticidal activity of 3-amino-4-(hetero) 3⁄4yl-5-amino-1-phenylα as a GABA channel blocker (Bioorganic & Medicinal Chemistry Letters) (2004), 14, 4949-4953; WO 2001 07413). EP 1 829 867 A1 summarizes the pharmaceutically active sulfur-derived U cultivating sorghum scorpion in principle, requiring a combination of other insecticidal and/or parasiticidal activities. 201012812 Since the active compounds known from the prior art often do not have sufficient activity and / or a broad spectrum of activity. * Accordingly, it is an object of the present invention to provide alternative insecticides and/or killer-like insecticides having improved activity and/or improved activity profile as compared to active compounds known from the prior art. This object is achieved via a specific sulfur-derived 1-cultivated pyrazole. ® [Summary of the Invention] Accordingly, the present invention provides a sulfur-derived 1-cultivated pyrazole of the formula (I) or an N-oxide thereof,

Wherein, A1 and A2 each independently represent nitrogen or C-R3 in each case; B represents an alkyl group, a cyclodecyl group, a cycloalkenyl group, a cycloalkylalkyl group, a dentate group, an alkoxy group, a cyano group. Hyun base, thiol group, alkyl sulfonyl group, alkyl sulfonylalkyl group, aminoalkyl group, monoalkylaminoalkyl group, bisalkylamino group, alkyl group a ketone group, an alkoxyalkyl group, a monoalkylamino group, a diaminoalkyl group, an alkenyl group and an alkynyl group, each optionally selected from the group consisting of a dentate group and an alkyl group. , the same or different groups of haloalkyl, alkoxy, trialkyl, nitro, and cyano groups, mono- or polysubstituted; 5 201012812

a phenylalkyl group which is optionally mono- or polysubstituted in the aromatic moiety via the same or different substituents selected from the group consisting of a base group, an alkyl group, a halogen group, a base group, and a cyano group; a cycloalkyl group optionally substituted at a heterocyclic group moiety selected from the group consisting of -OH/=0, -SH/=S, -NH2, halo, alkyl, haloalkyl, alkoxy, sulfanyl , the same or different substituents of the alkylsulfinyl, alkylsulfonyl, monoalkylamino, dialkylamino, nitro and cyano groups, mono- or polysubstituted, heteroaryl, It may optionally be selected from -OH, -SH, -NH2, halo, alkyl, haloalkyl, alkoxy, sulfanyl, alkylsulfinyl, alkyl sulfonate in the heteroaromatic moiety. a substituent of the same or different substituents of a mercapto group, a monoalkylamino group, a dialkylamino group, a nitro group and a cyano group, mono- or polysubstituted; a phenyl group optionally optionally selected from the group consisting of 〇h, -SH, -NH2, halo, alkyl, self-alkyl, alkoxy, sulfanyl, alkylsulfinyl, alkylsulfonyl, monoalkylamine, dialkylamine, nitro and cyanide The same or different substituents are mono- or polysubstituted; heteroaryl, which is optionally Selected from -〇H, -SH, -NH2, halo, alkyl, haloalkyl, alkoxy, sulfanyl, alkylsulfinyl, alkylsulfonyl, monoalkylamine, di The same or different substituents of the alkylamino group, the nitro group and the cyano group are mono- or polysubstituted, or the heterocyclic group 'optionally selected from _〇H/=0, -SH/=S, -NH2 Halo, alkyl, haloalkyl, alkoxy, sulfanyl, alkylsulfinyl, alkylsulfonyl, monoalkylamino, dialkylamino, deterministic and cyano Or a different substituent mono- or polysubstituted; R1 and R2 each independently represent hydrogen, alkyl, haloalkyl, cyanoalkyl, alkoxyalkyl, alkylcarbonyl, dentylcarbonyl, naphthenic Base, cycloalkylalkyl, alkylsulfonyl, alkenyl, alkynyl, alkoxycarbonyl, alkenyloxy 201012812 carbonyl, alkynyloxycarbonyl, alkoxycarbonylalkyl; phenylalkyl, in The aromatic moiety is optionally mono- or polysubstituted by the same or different substituents selected from the group consisting of 4, alkyl, haloalkyl, alkoxy, nitro and cyano; heterocyclylalkyl, in The heterocyclic moiety may optionally be selected from the group consisting of a dentate group and an alkane a substituent of the same or different substituents of a group, a haloalkyl group, an alkoxy group, a nitro group and a cyano group, mono- or polysubstituted; a heteroarylalkyl group optionally substituted at a heteroaromatic moiety, The same or different substituents of the alkyl, chiral, alkoxy, nitro and cyano groups are mono- or polysubstituted; or phenylcarbonyl, optionally in the aromatic moiety, selected from the group consisting of The same or different substituents of alkyl, dentate, alkoxy, nitro and cyano are mono- or polysubstituted; or R1 and R2 are represented by =CH-NR4R5; R3 represents halo, alkyl, and dentate An alkyl group, an alkoxy group, a thiol group, a thiol group, a ruthenium group, a halogen group, an oxy group, a halogen group, a sulfinyl group, a sulfinyl group, an alkyl group Base, alkylcarbonyl, methionyl, fluorene-CR6=NO-R6, alkoxycarbonyl, hydroxy, _SH, nitro, cyano, nh2, monoalkylamino or dialkylamino; R4 and R5 Independently representing each other independently or together representing a bridged sub-alkyl group; R6 represents hydrogen or represents a burnt group; X represents a phenyl group, a 2-pyridyl group or a 3-fluorenyl group, in each case one or more Selected from including i-based, alkyl,! i alkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, alkenyloxy, alkynyloxy, cycloalkylalkoxy, haloalkoxy, haloalkoxyalkyl Base, alkylsulfanyl, haloalkyl sulphide 201012812 alkyl, succinyl, haloalkyl, sulfonyl, halosulfonyl, cyano, alkylcarbonyl , alkoxycarbonyl, alkoxycarbonylalkyl, carboxy, decylamino, dialkyl decylamino, trialkyldecyl, nitro, amine, alkylamino, dialkylamino, alkane The same or different substituents of the monosulfonylamino group, the dialkylsulfonic acid amine group, the -CR6=NO-R6, the -CR6=NO-haloalkyl group and the fluorenyl group are mono- or polysubstituted; An adjacent alkyl group, an alkyl group, an alkoxy group, and/or a decyloxy group, and a carbon atom to which it is attached may form a five- or six-membered ring system containing an oxygen atom of from 2 to 2 and an alkane thereof. The base moiety may be optionally substituted with one or more fluorine atoms; Y represents -S-, -S(O)-, -S02-, or one of the following groups

η represents 0 to 3; and when the compound of the formula (I) - if chemically feasible - includes its oxides, salts, tautomers, non-p-isomers and optical isomers (for example, Υ stands for -S(0)_, -S(=N-CN)- or -S(0)-(=N-CN/=N-R6)·). According to the present invention, it has been found that the compound of the formula (1) according to the present invention has very good insecticidal and parasiticidal properties and can be used for crop protection, veterinary hygiene and substance protection for controlling unwanted pests such as insects and ectoparasites. . The present invention also provides stereoisomers contained in formula (I), and mixtures thereof 8 201012812

The compound of the formula (I) contains one or more asymmetric carbon atoms (=asymmetric f-substituted ruthenium atom), and/or an asymmetric sulfur atom in the anthraquinone, the sub-imine or the wind imine Forms may exist in the form of two pairs of palmomers, or double bonds, which are not explicitly mentioned in formula (I). Possible stereoisomers, which are defined by their specific spatial forms, for example, palmoisomers, non-palphaliomers, Z- and E-isomers, all in formula (I) And it can be obtained from a mixture of stereoisomers via a conventional method or via a stereoselective reaction in combination with a stereochemically pure starting material. If appropriate, the compound of formula (I) includes a mixture of palmier isomers, which are palm-like in the sulfur functional group.

❹ /# #r6"=1 h/=( β N=S n# 三 R B NC ΐ " N/f 〇 β R B n/1^

R n n R

Wherein R1, R2, R3, B, X, A1, A2 and n have the meanings given by the above formula (I). In addition to the synthesis of heterogeneous selectivity (eg okrasa et al., 201012812)

In addition to Tetrahedron: Asymmetry (2002), 13(5), 519-522), conventional methods for isolating racemates (see the manual for stereochemistry) are also suitable for the preparation of palmomers. Racemic mixtures, such as optically active sulfoxides of the general formula (I), can be prepared by known methods. This method for preparing a racemate is disclosed in the manual of stereochemistry, for example, in "Basic Organic"

Stereochemistry" (Eds·: Eliel, Ernest L.; Wilen, Samuel Η·; Doyle, Michael Ρ·; 2001; John Wiley & Sons) and “Stereochemisty of Organic Compounds” (Eds.: Eliel, Ernest L.; Wilen , Samuel H.; Mander, Lewis N.; 1994; John Wiley & Sons) 〇 Suitable for this purpose is, for example, the formation of optically active adducts, the separation of non-pivoted adducts into corresponding non-pairs Palmomers, for example, by crystallization, chromatography, especially column chromatography and high pressure liquid chromatography, steaming, if appropriate under reduced pressure, extraction and other methods, and then will be different The structure is dissociated to obtain a palmomer. The suitable method for the preparation amount or the industrial scale is, for example, a crystal of a non-palphalinic salt, which can be obtained from the compound (1) using an optically active acid, and if Where appropriate, the conditions are such that an acidic group can be used. An optically active base can be used. Suitable optically active acids for the separation of racemates by crystallization of non-palphalinic salts are, for example, camphor, scorpion, Secret brain, acid, tartaric acid , diphenyl benzoate tartaric acid and other similar acids; suitable optical activities are, for example, quinine, cinchonine, quinidine, strychn, 1-phenylethylamine and other similar bases. In the case of a large 4 points, the crystallization of 201012812 is carried out in an aqueous or aqueous-organic solvent. If appropriate, after the crystallization, the non-palomerisomers having a lower solubility are first acidified or tested, and the compound of the formula (1) The palmomer is then released from the precipitated salt, or otherwise released from the crystal. = In addition, the racemate can be separated by chromatography using a palmitic solid phase layer. Batch or continuously operated preparative HPLC shakes are carried out in the range of milligrams to ruthenium (9) kilograms. ❹ 式 Formula (I) provides a general definition of the compounds according to the invention. Above == preferred, special Preferably, and very particularly preferably, all of the above (4) are suitable for the final product of the formula (1) and the blood f. In the context of the invention, the individual I of the substituent may be used as needed, very particularly preferably Particularly preferred aspects of the aspects and specific embodiments The definition of the compound of the formula =) is encompassed by the present invention, wherein, for example, a substituent 乂 and a preferred meaning of the filament group R1, r2, r3 and B have a general substituent B is preferred. The meaning of the substituent X, and the substituent is used to distinguish the meaning of the female

In the aspect of the invention, a1 preferably represents CH or C_R3. η衣气 and A C-心: the second: "Table CH or base time, in the money... A2 is better than the appropriate touch" while V is more suitable for C-R3 and 201012812

In a fourth aspect, the invention also relates to a compound of formula (I) or a compound according to any of the first to third aspects, wherein the B group is preferably represented by CrC6-alkyl, c3-C8-cycloalkyl, C3_C8_ Cycloalkenyl, c3_c8-cycloalkyl-CrCV alkyl, halo-Cl_C6-alkyl, Ci_c6-alkoxy_Ci_c6_alkyl, cyano-CrC6-alkyl, cvcv sulphur-based _Cl_c6-alkyl, C"C6-alkylsulfinyl-CVCV alkyl, CVCV.alkylsulfonylalkyl, crcv alkyl-Cl_C6-alkyl, CrC6-alkoxy-Ci_C6i, cvcv alkenyl And c^c:6-alkynyl' each of which may optionally be selected from the group consisting of halo, alkyl, dentate, alkoxy, tri-(crc4-alkyl)-decyl, nitro and cyano The same or different substituents are mono- or polysubstituted; phenyl-C1_C6-alkyl, which may optionally be selected from the group consisting of a dentate group, an alkyl group, a halogen group, an alkoxy group, a nitro group in the aryl moiety. And the same or different substituents of the cyano group, mono or polysubstituted, CVC8-heterocyclyl-CrC6-alkyl, which may optionally be selected from the group consisting of -0H/=0, -SH/=S, - NH2, halo, alkyl, haloalkyl, alkoxy, alkylthioalkyl, alkylsulfinyl The same or different substituents of alkylsulfonyl, monoalkylamino, dialkylamino, nitro and cyano are mono- or polysubstituted 'C6-C!2_heteroaryl-CrC6- An alkyl group optionally substituted at the heteroaryl moiety, including -OH, -SH, -NH2, halo, alkyl, haloalkyl, alkoxy, alkylsulfanyl, alkylsulfin a mono- or poly-substituent of the same or different substituents of a mercapto group, an alkylsulfonyl group, a monoalkylamino group, a dialkylamino group, a nitro group and a cyano group; a phenyl group optionally selected from the group consisting of -OH, -SH, -NH2, halo, alkyl, haloalkyl, alkoxy, alkylthio, sulfinyl, alkylsulfonyl, monoalkylamine, dioxane The same or different substituents of the amino group, the nitro group and the cyano group are mono- or polysubstituted; a C6-C12-heteroaryl 201012812 group optionally substituted by including -OH, -SH, -NH2, a halogen group , alkyl, dentate, alkoxy, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, monoalkylamine, dialkylamine, nitro and cyano Or a different substituent mono- or polysubstituted; or a c3-c8-heterocyclic group, which may be The ground is selected from the group consisting of -0H/=0, -SH/=S, -NH2, halo, alkyl, haloalkyl, alkoxy, alkylsulfanyl, alkylsulfinyl, alkylsulfonate The same or different substituents of the fluorenyl, monoalkylamino 'dialkylamino group, the exact group and the cyano group are mono- or polysubstituted; particularly preferably represent a CrC6-alkyl group, a C3-C8• cycloalkyl group. , (: 3_(:8_cycloalkenyl, dentate-CrQ-alkyl, (VCV alkoxy-CrC6-alkyl, CVQ-homocarbonyl-c!-cv alkyl, CVCV alkoxycarbonyl- Q-CV alkyl, C2-C6-alkenyl and C^C:6-alkynyl, each optionally optionally selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, tri-(CrCr) a mono- or poly-substituted substituent of the same or different substituents of a decyl group, a nitro group and a cyano group; a phenyl-Cl_c6-alkyl group optionally substituted at the aryl moiety from a group consisting of a halogen group and an alkyl group a single or polysubstituted substituent of the same or different substituents of a dentyl group, an alkoxy group, a fluorenyl group and a cyano group; a c6-C12-heteroaryl-CrCV.alkyl group which is optionally present in the heteroaryl moiety The ground is selected from the group consisting of -OH, -SH, -NH2, halo, alkyl, haloalkyl, alkoxy, alkylsulfanyl, alkyl sulfin The same or different substituents of a mercapto group, an alkylsulfonyl group, a monoalkylamino group, a dialkylamino group, a nitro group and a cyano group are mono- or polysubstituted; c6-c12-heteroaryl group, which is optional The ground is selected from the group consisting of -SH, -NH2, halo, alkyl, haloalkyl, alkoxy, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, monoalkylamine , the same or different substituents of the dialkylamino group, the nitro group and the cyano group are mono- or polysubstituted; C3-C8-heterocyclyl-CrC6-201012812 alkyl group, which is optionally selected from the heterocyclic ring _〇11/=0, _SH/=S '-NH2, halo, alkyl, haloalkyl, alkoxy, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, monoalkane The same or different substituents of alkylamino, dialkylamino, nitro and cyano are mono- or polysubstituted; very particularly preferably represent CrC6-alkyl, halo-crC6-alkyl, CrC6-alkoxy -CrC6_alkyl, c^CV alkylcarbonyl-CrC6-alkyl, C2-CV alkenyl, c2-c6-alkynyl, tris-(crc4-alkyl)-infraline &_Ci_c6-alkyl; Phenyl-CrC6-alkyl group which is optionally selected from the group consisting of fluorine, gas, bromine, moth, fluorenyl And the same or different substituents of trifluoromethyl and decyloxy are mono- or polysubstituted; and 2-pyridyl-crc6-alkyl; particularly preferably represents CH3, CH2CH3, CH(CH3)2, CH2CH2CH3, CH2CH2CH2CH3 , CH(CH3)CH2CH3, -CH2CF3, CH2CHF2, CH2CH2CF3, CF3, CH2-phenyl, CH2-4-gas phenyl, CH2-4-decyloxyphenyl, CH2-2-pyridyl, CH2CH=CH2 CH2CH=CC12, CH2CCH, CH2CH2OCH3, CH2CH2CF3, CH2CH2Si(CH3)3 and ch2co2ch3. Further, in a fifth aspect, the invention relates to a compound of formula (I) or a compound according to any of the first to fourth aspects, wherein R1 And R2 groups, independently of each other, preferably represent wind; Ci-C6-alkyl, Ci_C6-dentate, aryl-Ci_C6·Hyun, Cl-C6-alkoxy-Ci-C6_alkyl, Ci- Cf alkyl group, Ci-C6-haloalkyl group, C3-C8-cycloalkyl group, C3-C8-cycloalkyl-Ci_C6-alkyl group, Ci-C6-alkyl group, C2-C6 -alkenyl, C2-CV block, Ci-Cg-alkoxycarbonyl, C2-C6-alkenyloxycarbonyl, C2-C6-alkynoxycarbonyl, crc6-alkoxycarbonyl 201012812 alkyl; phenyl _CrC6_alkyl, which is optionally selected from the group consisting of a mercapto group and an alkyl group in the aryl moiety The same or different substituents of haloalkyl, alkoxy, nitro and cyano are mono- or polysubstituted; heterocyclylalkyl, optionally substituted at the heterocyclyl moiety, including a dentate group, The same or different substituents of the group, the south alkyl group, the alkoxy group, the nitro group and the cyano group are mono- or polysubstituted; the heteroaryl group _crC6-alkyl group, which can be optionally selected in the heteroaryl group Mono- or poly-substituted from the same ® or different substituents including a base, an alkyl group, a dentyl group, an alkoxy group, a nitro group and a cyano group; or a phenylcarbonyl group which is optionally subjected to an aryl moiety The same or different substituents including a functional group, an alkyl group, a dentyl group, an alkoxy group, a nitro group and a cyano group are mono- or polysubstituted; or R1 and R2 together represent =CH-NR4R5 wherein R4 and R5 are each Representing Cl_C6_alkyl or together represent a bridged c2-c4-alkylene; particularly preferably hydrogen, CrC6-alkyl, CVC6-), alkyl, Ci-Q-homo-CrCV, Ci- Q-Hyun base number, CrC6 dentate base, c3_c8_% alkyl, C3-C8_cycloalkyl-CVCV alkyl, c2-C6-alkenyl, 〇2-(:6-acetylene fluorenyl, CrC6_ Alkoxy group, CVC6-alkenyloxy, c2_c6_alkyne Oxycarbonyl, CkQ-alkyloxyindenyl-C "C6-alkyl"; phenyl-Crc6-alkyl group, which may optionally be selected from the group consisting of S group, alkyl group, dentate group, The same or different substituents of the alkoxy group, the nitro group and the cyano group are mono- or polysubstituted; the C3-Cs-heterocyclic group _crC6-alkyl group is optionally selected from the group consisting of a substituent of the same or different substituents of a group, a pyridyl group, a halogenated group, an alkoxy group, a fluorenyl group and a cyano group, or a phenylcarbonyl group, optionally in an aryl group, optionally comprising a functional group , the same or different substituents of alkyl, i-alkyl, alkoxy, nitro and cyano are mono- or polysubstituted; or R1 and R2 together 201012812 represents =ch-nr4r5 wherein R4 and R5 each represent CrC6-alkane The base or together represent a bridged CVCV alkylene; very particularly preferably represents hydrogen, Cl_c6-alkyl, Ci_c6_ from alkyl and =ch-nr4r5; particularly preferably represents hydrogen and =CH_N(;CH3)2. Further, in the Xingkuo aspect, the present invention also relates to the compound of the formula (I) or the compound according to any of the first to fifth aspects, wherein if the R3 group is present more than once (n=2 or 3), the R3 groups are independently of each other Preferably, it represents _ group, CrQ-alkyl group, CVCV halogen group, q-CV alkoxy group, ® alkyl group, calc6-alkyl group, crC6-alkyl group, CVQ- Alkoxy, crC6-dentylalkylsulfanyl, crC6-haloalkyl arsenyl, CrCV-dentinylsulfonyl, CrC6-alkylcarbonyl and formazan; especially more representative of dentate, C -C6·alkyl, alkyl, q-cv alkoxy and crc6-haloalkoxy; very particularly preferably halogen, Ci-C6-alkyl, CrCV haloalkyl and alkoxy; especially suitable Represents fluorine, gas, bromine, iodine, trifluoromethyl, methyl, ethyl, isopropyl, decyloxy and ethoxy. Further, in a seventh aspect, the present invention is also a compound of the formula (I) or a compound according to any of the first to sixth aspects, wherein the X group represents and represents a phenyl group, a 2-ρ ratio bite group or a 3-bite bite Any of which may optionally be selected from the group consisting of fluorenyl, alkyl, dentyl, alkoxy, alkoxyalkyl, alkoxyalkyloxy, COOH, nitro, amine, alkylamino Or one or more substituents of the same or different substituents of the dialkylamino group, wherein the adjacent alkane 201012812, haloalkyl, alkoxy and/or haloalkoxy groups are attached thereto The carbon atom may form a five- or six-membered ring system containing from 2 to 2 oxygen atoms and the alkyl moiety thereof may be optionally substituted with one or more fluorine atoms; particularly preferably a phenyl group, which is optionally Selected from the group consisting of halo, alkyl, halogen-based, alkoxy, alkoxyalkyl, alkoxy alkoxy, COOH, triage, amine, alkylamino, dialkylamino One or more of the same or different substituents mono- or polysubstituted' wherein the adjacent alkyl, dentate, alkoxy fluorene and/or haloalkoxy groups are bonded to the carbon atom to which they are attached Forming a five- or six-membered ring system having 0 to 2 oxygen atoms and having an alkyl moiety optionally substituted with one or more fluorine atoms; very particularly preferably representing a phenyl group, at least one selected from a substituent mono- or polysubstituted including a dentate group, a CVC 6-alkyl group and a q-C6-haloalkyl group, wherein an adjacent alkyl group, an alkyl group, an alkoxy group and/or a tooth alkoxy group are bonded thereto The carbon atom may form a five- or six-membered ring system containing from 2 to 2 oxygen atoms and the alkyl moiety may be optionally substituted with one or more fluorine atoms; ❹ especially preferably 2-C1-stupid Base, 2-F-6-F-phenyl, 3-C1-phenyl, 3-CF-phenyl, 4-C1-phenyl, 4-Br-phenyl, 4-1-1-phenyl, 3-Cl, 4-Cl-phenyl, 3 3-CF3,4-Cl-phenyl, 3-Cl, 5-Cl-phenyl, 3-CF3,5-F-phenyl- 3-CF3,5-Cl_benzene Base, 3-CF3, 5-CF3·phenyl, 3-Cl, 4-Cl, 5-Cl-phenyl, 3-7-(: 1,4-0〇13,5-(:1-phenyl) , 3-(:1,(4)-0(:1120-(5)-phenyl, 3-Cl, (4)-0CF20-(5)-styl, 3-Cl,(4)-OCH2CH2- (5) -Phenyl, 3-Cl,4-OCH3,5-OCH3-phenyl and 3-OCH3,5-CF3-phenyl. In addition, in the aspect of the cover eight silver, the present invention also relates to (I) A compound according to any of the first to seventh aspects, wherein the γ group is preferably represented by 201012812 -S-, -S(O)-, -S02- or -S(=N-CN)-. In the context of JLiA, the invention also relates to a compound of formula (1) or a compound according to any of the first to eighth aspects, wherein the n group preferably represents hydrazine, 1 or 2; very particularly preferably represents 0 or 1. A still very particularly preferred embodiment of the invention comprises a compound of the formula (1), in particular a compound according to the above aspect, wherein the B group represents an alkyl group, a cycloalkyl group, a cycloalkenyl group, a cycloalkylalkyl group, a dentate Alkyl, alkoxyalkyl, cyanoalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, aminoalkyl, alkylcarbonylalkyl, alkoxy a carbonylalkyl group, an alkenyl group and a fast group 'which may optionally be mono- or polysubstituted with the same or different substituents selected from the group consisting of a benzyl group, a decyl group, an alkyl group, an alkoxy group, a nitro group and a cyano group; a benzoalkyl group which may optionally be mono- or polysubstituted with the same or different substituents selected from the group consisting of halo, alkyl, halo, alkoxy, nitro and cyano; heterocyclyl, It may optionally be selected from the group consisting of -〇H/=〇, -SH/=S, -NH2, _ group, alkyl, alkyl, alkoxy, alkylsulfanyl, alkyl The same or different substituents of sulfinyl, alkylsulfonyl, monoalkylamino, dialkylamino, nitro and cyano are mono- or polysubstituted; heteroarylalkyl, which is hetero Aryl moiety Optionally selected from the group consisting of -OH, -SH, -NH2, _ group, alkyl, i-alkyl, alkoxy, alkylthioalkyl, alkyl sulfhydryl, alkylsulfonyl, single a substituent of the same or different substituents of an alkylamino group, a dialkylamino group, a nitro group and a cyano group, mono- or polysubstituted; a phenyl group optionally optionally selected from the group consisting of -OH, -SH, -NH2, halogen Base, alkyl, haloalkyl, alkoxy, alkylthioalkyl, alkyl sulphonyl, succinyl, monoalkylamino, meth 201012812 alkylamino, nitro and cyano The same or different substituents are mono- or polysubstituted; heteroaryl 'which may optionally be selected from the group consisting of 〇H, _stI, _Nh2, _ group, alkyl, alkyl, alkoxy, alkyl sulphide The same or different substituents of alkyl, alkylsulfinyl, alkylsulfonyl, monoalkylamino, dialkylamino, nitro and cyano are mono- or polysubstituted; or heterocyclic , optionally selected from the group consisting of -〇H/=〇, _SH/=S, -NH2, halo, alkyl, haloalkyl, alkoxy, alkylthioalkyl, alkyl sulfhydryl , a base group, a monoalkyl group, a dialkylamine group, a nitro group And the same or different substituents of the cyano group are mono- or polysubstituted. According to this definition of the compound of the formula (1), the specific compound is excluded, and the B group thereof contains a carbonylalkylamino group and an alkylamine group. The preferred, particularly preferred, very particularly preferred and particularly preferred meanings of the B-base correspond to the above definitions. The meaning of other groups or substituents of the formula (1) may correspond to preferred, particularly preferred, very particularly preferred and especially preferred meanings. A still very particularly preferred embodiment of the invention comprises a compound of formula (1), in particular a compound according to the above aspect, wherein the substituent X represents a substituted phenyl group. Here, the substituent used may be a halogen group, an alkyl group, a haloalkyl group, an alkoxy group, an alkoxyalkyl group, an alkoxyalkoxy group, a cycloalkyl group, an alkenyloxy group, an alkynyloxy group, a cycloalkane. Alkenyloxy, _alkoxy, dentyloxyalkyl, alkylsulfanyl, dentylsulfanyl, alkylsulfinyl, decylsulfinyl, alkylsulfonyl , haloalkylsulfonyl, cyano, alkylcarbonyl, alkoxy group, alkoxycarbonylalkyl, carboxyl, amidino, dialkylguanidino, trialkyldecyl, nitro, Amino, alkylamino, dialkylamino, alkylsulfonylamino, dialkylsulfonylamino, -CrLNO-r6, -CR6=NO-haloalkyl or formazan, wherein Adjacent alkyl, haloalkyl, alkane 201012812 oxy and/or halo alkoxy groups and the carbon atom to which they are attached may together form a five- or six-membered ring system containing from 0 to 2 oxygen atoms Alkyl moiety

Optionally substituted with one or more fluorine atoms. Particularly preferred are dentate groups, particularly fluorine, gas, bromine or moth; haloalkyl groups such as OCH3; and compounds wherein the adjacent alkyl group, dentate group, laboxy group and/or dentate oxy group and The carbon atoms to which they are attached may together form a five- or six-membered ring system containing from 2 to 2 oxygen atoms and the alkyl portion thereof optionally substituted with one or more fluorine atoms. The meaning of the other groups or substituents of the formula (I) may correspond to preferred, particularly preferred, very particularly preferred and especially preferred meanings. Still very particularly preferred embodiments of the invention include the compounds of formula (1), particularly the compounds according to the above aspects, wherein the substituents and R2 represent hydrogen. The meaning of other groups or substituents of the formula (1) may correspond to a preferred, particularly preferred, very particularly preferred and especially preferred meaning.

A very particularly preferred embodiment of the present invention, including a compound of the above formula (1), particularly a compound according to the above aspect, wherein A1 is 4 and A represents A. Other groups of formula (1) or Substitute sound should be better, special job is better, (4) is better, and it is better to record ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ Pair = good 3 ===:= : In each case 2 = Teyou == especially preferred to mention - substituents. (10) preferably "particularly better 20 201012812 "halo" - word means fluorine, chlorine, desert The term "halo" means, for example, a fluorine, chlorine, bromine or a hard atom, and a halogen-substituted group, such as a haloalkyl group, is used in the context of a fluorine, chlorine or a soil. Single- or polyhalogenated to the largest possible number of substituents. In the case of poly-based, the halogens may be the same or different. A saturated or step-saturated hydrocarbon group such as an alkyl, alkenyl or alkynyl group, Each of the ruthenium may be a straight chain or a branched chain, including a combination with a hetero atom, such as a dioxy group. In this case, the alkyl group is a linear or open-chain branched hydrocarbon group. In particular, it is an alkyl group, particularly preferably a (Ci_C8)-alkyl group, especially a (CVC6)-alkyl group, particularly preferably a (q-C4)-alkyl group. In a combination group such as an alkoxy group The alkyl group contained in the group, haloalkyl group or the like is, for example, methyl, ethyl, n- or isopropyl, n-, i-, di- or 2-butyl, pentyl, hexyl such as n-hexyl, dissimilar And 1,3-dimethylbutyl, heptyl such as n-heptyl, fluorenyl hexyl hexyl and 1,4-dimethylpentyl. 1 haloalkyl and i alkenyl are alkyl and alkenyl, respectively , which is partially or completely substituted by the same or different dentate atoms, such as a mono-alkyl group such as CH2CH2CL.CH2CH2F, CHC1CH3, CHFCH3, CH2C1, CH2F, a perhaloalkyl group such as CCI3 or CF3 or CF2CF3; The bases are, for example, CHF2, ch2f, ch2chfc, chci2, cf2cf2h, ch2ch2cf3, CHzCHF2, CH2CF; j. This applies correspondingly to haloalkenyl and other halo-substituted groups. Alkenyl also refers to a straight group containing at least one double bond. a chain or an open-chain branched hydrocarbon group. The term "dense base" includes, in particular, (C2-C12)-dense, particularly preferably (c2-C8)-201012812 alkenyl, especially (c2-c6)-dil , Preferably, it is ((: 2 <: Shi Shiji. Examples of the base of the base group ◎ are 1,3 · butyl and M pentyl, and dilute or contain - or multiple accumulation The (4) group of the double bond, such as fluorenyl (1,2-propanediyl)' 1,2-butadienyl and pentylene. The base of the formula i is an ethylene group, λ can Optionally substituted with other alkyl groups, such as propyl + ene-1-yl, butyl] yl, allyl, 1-methylpropan-2-succinyl, 2-mercaptoprop-2-enyl , 丁_2m, 曱 曱 』 』 休 u 及 及 ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ 2-ene-1_yl, 2-mercaptopropan-2-yl, di-butadiene, di-n-butyl, 1-methylbutan-3, dilute or l-butyl _2_thin pentenyl, 2-decylpentenyl and hexenyl. Alkynyl also refers to a hydrocarbon containing at least one of the straight or open branches of the bond. If appropriate, one or more double bonds may be present. Corresponding examples are ethynyl, propynyl, 1-methylprop-2-yn-1-yl, 2-butynyl, 2-pentynyl, indole, 3-butadienyl and 3-pentene _1_Alken-1-yl or 2-hexynyl, preferably propynyl, but-2-ynyl-1-yl, but-3-yn-1-yl or 1-decyl-but-3- Alkyne small group. A sub-alkyl group is also, for example, in the form of (CVCW-alkylene, a group of a straight or open-branched hydrocarbon group bonded via a double bond. The natural suitable attachment point of the sub-alkyl group is only present in the structure. Where two hydrogen atoms may be replaced by a double bond, examples of the group are =ch2, =CH-CH3, =C(CH3)-CH3, =C(CH3)-C2H5 or =C(C2H5)-C2H5. The alkyl group means a ring system containing a carbon ring saturated with preferably 3 to 8 ring carbon atoms, such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group or a cyclohexyl group. The optionally substituted cycloalkyl group includes a substituent. a cyclic system which also includes a substituent containing a double bond in the cycloalkane at 201012812, such as an alkylene group such as a methylene group. The optionally substituted cycloalkyl group includes a polycyclic aliphatic system such as a bicyclo[1.1.0 ]]-1-yl, bicyclo[1.L0]butyl-2-yl, bicyclo[2] is pentyl, bicyclo[2.1.0]pent-2-yl, bicyclo[2.1.〇]戊5_yl, bicyclo[2.2.1]heptan-2-yl, (n-decyl), adamantyl-1-yl and adamantyl. Substituted cycloalkyl also includes spirocyclic aliphatic systems such as spiro [2.2] pent-1-yl, spiro[2.3]hex-1-yl, spiro[23]hex-4-yl, 3-spiro[2 .3] He-5-based.

A cycloalkenyl group is a carbocyclic, non-aromatic, partially unsaturated ring system containing from 4 to 8 ring carbon atoms, such as i•cyclobutenyl, or cyclohexyl, 2-cyclohexene. a 3-, cyclohexenyl, u-cyclohexadienyl or anthracene, 4•cyclohexanediyl, also includes a substituent in which a cycloalkenyl group has a double bond, such as a m-alkyl group such as a methylene group. . In the case of a randomly substituted ring group, the description of the substituted cycloalkyl group applies correspondingly. " Square base 疋 contains more preferably 6 to 14, especially 6 to 12 rings of broken atoms =-, one or more aromatic systems, such as phenyl, steam, old base, phenanthryl, etc. Phenyl. The intentionally substituted aryl group also includes polycyclic systems, such as tetrakisole, imprinting, ^, biphenyl, wherein the point of attachment is in the aromatic view, "optionally substituted phenyl" - The word usually also contains siiiips 23 201012812 The carbon or heterocyclic ring is optionally substituted, which can be slightly combined to the hair base. Optionally substituted heterocyclic "hetero-hetero-5-aza-spiro[2·3] yl. 糸, 克, for example, 丨-oxygen to 6 ^1 is preferred, heterocyclic ring preferably contains 3 Up to 9 ring atoms, especially 3, and 1 or more in the hetero ring, preferably 1 to 4, oxime, or 3 heteroatoms, preferably including ruthenium, osmium and § The two oxygen atoms cannot be directly adjacent to each other. In the context of the present invention, the term heteroaryl refers to the above-mentioned "unity" but which is a silk, the domain is completely non-existing aromatic hetero-, The meaning of "or more than one group", unless otherwise defined, means independently of each other - or a plurality of identical or non-groups, wherein one or more rings may be formed in a plurality of groups as a main ring. Substituted groups, such as substituted alkyl, alkenyl, alkynyl, cycloalkyl, nonenyl, aryl, phenyl, benzyl, heterocyclyl and heteroaryl, are Substituted by the substituted backbone, the substituent is, for example, one or more, preferably i, 2 or 3, including halo, alkoxy, alkylthio, hydroxy, amine, nitro , fluorenyl or a group corresponding to a carboxyl group, a group, an isocyanato group, an azide group, an alkoxy group, a decyl group, an aryl group, an aminomethyl group, a mono- and a dialkylamine a carbonyl group, a substituted amine group such as a mercaptoamine group, a mono- and dialkylamino group, a trialkylalkylene group, and optionally substituted cycloalkyl groups, optionally substituted aryl groups, optionally substituted Heterocyclic group, 201012812 wherein the last-mentioned cyclic group may also be bonded via a hetero atom or a divalent functional group such as the alkyl group mentioned above, and an alkylsulfinyl group, including an alkyl sulfinic acid. Two kinds of palmier isomers, alkylsulfonyl, alkylphosphinyl, alkylphosphino and in the case of a cyclic group (= "cyclic primary bond") Also included are an alkyl group, a halogen group, a sulfur-burning group, an alkoxy group, a randomly substituted mono- and dialkylaminoalkyl group, and a hydroxyalkyl group; the term "substituted group" For example, a substituted alkyl group or the like, in addition to the saturated hydrocarbon-containing group, the substituted fluorenyl group includes a corresponding unsaturated aliphatic and aromatic group, such as a randomly substituted azeto group, an alkynyl group, an alkenyloxy group, Alkynyloxy, alkenylthio, alkynylthio, alkenyloxycarbonyl, alkynyloxy, alkenyl, alkynyl, mono- and dienylamino, mono- and di-alkynyl Aminocarbonyl, mono- and dienylamino, mono- and di-alkynylamino, trialkenyl, ketone, optionally substituted cyclodecyl, optionally substituted cycloalkyne Base, phenyl, phenoxy, and the like. In the case of a saturated cyclic group containing an aliphatic moiety in the ring, this also includes a cyclic system containing a substituent attached to the ring via a double bond, for example, via an alkylene group such as a methylene group or an ethylene group, Substituted by a keto group, an imido group or a substituted imido group. C# If two or more groups form one or more rings, these may be carbocyclic, heterocyclic, saturated, partially saturated, unsaturated, and, for example, aromatic and optionally substituted. The fused ring is preferably a 5- or 6-membered ring, particularly preferably a benzo-fused ring. An exemplary substituent ("first substituent layer"), if it comprises a moiety containing a hydrocarbon group, the moiety may be further substituted ("second substituent layer") as appropriate, for example via a definition in the first substituent layer One of the substituents. Possible 25 201012812 There is a corresponding replacement for the base layer. The term "substituted group" preferably contains only one or two substituents. Preferred substituents for the substituted base layer are, for example, an amine group, a hydroxyl group, a self group, a nitro group, a cyano group, an isocyanato group, a decyl group, an isothiocyanato group, a slow group, an amine group, an SF group, an amine sulfonyl group. , alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkynyl, monoalkylamino, dialkylamino, N-alkylalkylamino, alkoxy, alkenyloxy, alkynyloxy, Cycloalkoxy, cycloalkenyloxy, alkoxycarbonyl, olefinoxycarbonyl, methoxyoxy, aryloxycarbonyl, aryl, alkenyl, alkynylcarbonyl, arylcarbonyl, sulfur-burning a base, a cycloalkylthio group, an alkenethio group, a cycloalkenylthio group, an alkynylthio group, an alkylsulfanyl group, an alkylsulfinyl group, which includes two pairs of palm sulfoximine groups, an alkane isomer a sulfonyl group, a monoalkylaminosulfonyl group, a dialkylamino group fluorenyl group, a pyridylphosphinyl group, a alkylphosphino group, which includes two pairs of a phosphinylphosphino group and a decylphosphino group. Palmomer, N-(amino)carbonyl, N,N-dialkylaminocarbonyl, N-co-decylaminocarbonyl, N-nonylalkylaminocarbonyl, aryl, aryloxy, Benzyl, benzyloxy, benzylthio, arylthio, aryl Amine group, benzylamino group, heterocyclic group and trialkyldecane group. Depending on the choice of substituents 'if appropriate, an adduct is formed with a suitable inorganic or decanoic acid', for example a mineral acid, in particular HC, HBr, H2S4, H3P〇4 or HNO3' or for example an organic acid, in particular a tickic acid, for example Capric acid, acetic acid, propionic acid, oxalic acid, lactic acid or salicylic acid or, for example, a continuous acid, especially p-toluene, in an experimental group such as an amine group, an alkylamino group, a dialkylamino group, a hexahydropyridyl group, The compound of the formula (I) can form a salt. In this case, the salt contains a co-depletion of an acid as an anion. 201012812 Acid or salt. The compound of the formula (1) and the compound of the formula (1) and the genus 'class' are present in the deprotonated form, and are also referred to as "passing" according to the invention or according to the invention. Things." The compound of the formula (i) of the present invention can be produced by the following i method, wherein the compound of the formula (I), (1) refers to the compound of the formula (I_A), if

(2) means a compound of the formula (U) if Y=:s(=()), (3) means a compound of the formula (I_C) if >^4(0), (4) means If the compound of formula (I_D) is Y==_S(=N CN), (5) means the compound of formula (4) if Y==., (6) means the compound of formula (4) if γ=: _s( 〇)(=n (7) means a compound of the formula (〖_G) if 玟^ hydrogen; (8) means a compound of the formula (〖_H) if 1 and 2# hydrogen; and (9) Refers to a compound of the formula (IV) if R1 and r2 together form an imido double bond. First, a method to a method for preparing a compound of the formula (i-a) is described. Method (A) 27 201012812

CN χ

Test 1 When B-LG (m> (Μ) cs, m 1 equivalent ch3-i or dimethyl sulfate

Cs2, 蠊 1 equivalent · B-LG (VII-A)

(VII-B) CN X~S, B S'CH3 (iv-A) cs2, m CN 2 When B-LG (m> J - (II)

Hydrazine hydrate solvent hydrazine hydrazine solvent

Cs2, base CN 2 equivalent. b^coci (vm> J - (II)

Hydrazine 肼 y = s Ri = R2 = Η

LG = liberation group wherein A1, A2, B, X, R3 and n have the meanings provided above and LG is a cleavage group. Accordingly, the present invention also relates to a process for preparing a compound of the formula (I) via the following reaction.

Wherein the R1 and R2 groups represent hydrogen and R3, X, Y, B and η have the meanings given above. The starting materials used in this reaction were obtained according to the reaction scheme shown above. The release group LG is not subject to any particular limitation, and may be, for example, a halogen group, a decyl group, a ruthenium group, a thiol group or a nitro group. 28 201012812 In the process (A) for the preparation of a compound of the formula (IA), the ketene S,S-dithioacetal of the formula (IV), (IV-A) or (IV-B) is A suitable solvent is first reacted with hydrazine hydrate. The resulting aminopyrazoles of the formula (V) are subsequently formulated with a suitable cleavage group "LG" such as a halo group, a decyl vinegar, an aryl sulphate, an alkyl sulfonyl group, an alkyl sulfin. A hydrazine-based, alkylthioalkyl or nitro group of the formula (VI) of the well derivative is reacted. The synthesis of structurally related ketone s, s-dithio acetals is revealed in particular:

Science of Synthesis (2006), Volume Date 2005, 24, 461-516 2. 3. 4. 5. 6. 7. 8. 9. 〇

Chemische Berichte (1962), 95, 2861-2870 Journal of Organic Chemistry (1971), 36(22), 3386-3391 Tetrahedron (1976), 32(14), 1779-1787 Journal fur Praktische Chemie (Leipzig) (1979) , 321(6), 1021-1028 US 4,389,400 JP 60/004164

Synthesis (1991), (4), 301-303

Bulletin of the Korean Chemical Society (1998), 19(11), 1262-1265 10. Yakugaku Zasshi (1969), 89(2), 203-208 11. Tetrahedron (1989), 45(6), 1801-1814 Structure The synthesis of the related amino group is disclosed in: 1. DD 113363 29 201012812 2. WO 2001007413

3. EP 0 846 687 A 4. Synthetic Communications (2003), 33(4), 555-562 5. Bioorganic & Medicinal Chemistry Letters (2004), 14(19), 4949-4953 6. Tetrahedron (1990), 46(2), 577-586 7. Sulfur Letters (1993), 16(4), 165-170 8. Heterocycles (1996), 43(8), 1597-1600 The present invention also provides a pass obtained in this synthesis. Intermediate of formula (IV)

Where X represents

Wherein G1, G2 and G3 are each independently selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, alkenyloxy, alkyne Oxyl, cycloalkylalkoxy, haloalkoxy, orthooxyalkyl, thiol thiol, calcinyl thiol, decyl sulfhydryl, dentate hydrazino, Alkylsulfonyl, tert-alkylsulfonyl, cyano, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl, carboxyl, decylamino, dialkylguanidino, trialkyl Base, exact group, amine group, alkylamino group, dialkylamino group, alkylsulfonylamino group, dialkylsulfonylamino group, -CR6=NO-R6, 30 201012812 -CR =NO_(tetra) Or a ketone group in which an adjacent alkyl group, a (tetra) group, an alkoxy group and/or a haloalkoxy group and a carbon atom to which it is attached may form a five- or six-membered ring system containing 0 to 2 The oxygen atom and its alkyl moiety may be optionally substituted with one or more fluorine atoms. Preferably, G^G2 and G3 are each independently selected from the group consisting of dentate, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, c〇〇H, nitro, amine a base, an alkylamino group, a dialkylamino group, wherein an adjacent alkyl group, a halogen group, an alkoxy group, and/or a halogen alkoxy group, and a carbon atom to which it is attached may form a five- or six-member The cyclic system contains from 0 to 2 oxygen atoms and its alkyl moiety is optionally substituted with one or more fluorine atoms. Particularly preferably, G1, G2 and G3 are each independently selected from the group consisting of halo, Ci-CV haloalkyl and Ci-C6·alkoxy, wherein adjacent alkyl, chiral alkyl, alkoxy and/or The haloalkoxy group and the carbon atom to which it is attached may form a five- or six-membered ring system containing 0 to 2 oxygen atoms and the alkyl moiety thereof may be optionally substituted with one or more fluorine atoms. Very particularly preferably Gl, G2 and G3 are each independently selected from the group consisting of fluorine, chlorine, bromine, moth, CF3, CH30, 0CH20, 0CH2CH2 and ocf2o. Particularly preferably, X has one of the following meanings: 2-C1-phenyl, 2-F-6-F-phenyl, 3-C1-phenyl, 3-CF3-phenyl, 4-C1-phenyl, 4-Br-phenyl, 4-phenyl-phenyl, 3-Cl,4-Cl-phenyl, 3-CF3,4-Cl-phenyl, 3-Cl, 5-Cl-phenyl, 3-CF3 , 5-F-phenyl, 3-CF3, 5-Cl-phenyl, 3-CF3, 5-CF3-phenyl, 3-C1,4-C1, 5-C1-phenyl, 3{3-(:1 , 4-〇〇13,5-〇-phenyl, 3-(:1,(4)-0〇120_(5)-phenyl, 3-Cl,(4)-0CF20-(5)-phenyl , 3-Cl, (4)-OCH2CH2-(5)-phenyl, 201012812 3-Cl, 4-0CH3, 5-0CH3·phenyl and 3-indene CH3, 5-CF3-phenyl. The invention also provides Intermediate of the general formula (IV-A) obtained in this synthesis

Where X represents

Wherein G1, G2 and G3 are each independently selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, alkenyloxy, alkynyloxy , cycloalkylalkoxy, _alkoxy, dentateoxyalkyl, alkylsulfanyl, dentylsulfanyl, alkylsulfinyl, li alkylsulfinyl, alkane Sulfosyl, tert-alkylsulfonyl, cyano, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl, carboxyl, decylamino, dialkylguanidino, trialkyldecyl, Nitro, amine, alkylamino, dialkylamino, alkylsulfonylamino, dialkylsulfonylamino, -CR6=NO_R6, -CR6=NO-haloalkyl or formamidine a group wherein the adjacent alkyl, haloalkyl, alkoxy and/or alkoxy groups and the carbon atom to which they are attached may form a five- or six-membered ring system containing from 2 to 2 oxygen atoms and The alkyl moiety can be optionally substituted with one or more fluorine atoms. Preferably, G, G2 and G3 are each independently selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, COOH, nitro, amine, alkane An amino group, a dialkylamino group, wherein an adjacent alkyl group, a halogen 201012812 alkyl group, an alkoxy group, and/or a haloalkoxy group, and a carbon atom to which it is attached may form a five- or six-membered ring system It contains 0 to 2 oxygen atoms and its alkyl moiety can be optionally substituted with one or more fluorine atoms. Particularly preferably, G1, G2 and G3 are each independently selected from the group consisting of a dentate group, a Ci-CV haloalkyl group and a Ci-CV alkoxy group, wherein the adjacent alkyl group, the alkyl group, the alkoxy group and/or the halogen group The alkoxy group and the carbon atom to which it is attached may form a five- or oxime ring system containing from 2 to 2 oxygen atoms and the alkyl portion thereof may be optionally substituted with one or more atoms. Very particularly preferably, G1, G2 and G3 are each independently selected from the group consisting of gas, chlorine, bromine, iodine, cf3, ch3o, och2o, 〇CH2CH2 and 〇CF2〇. Especially preferred X has one of the following meanings: 2-C1-phenyl, 2-F-6-F-phenyl, 3-C1-phenyl, 3-CF3-styl, 4_q phenyl, 4-Br -phenyl, 4-phenyl, 3-Cl, 4-Cl-phenyl, 3-CF3,4-Cl-phenyl, 3-Cl, 5-Cl-phenyl, 3-CF3, 5- F-phenyl, 3-CF3, 5-C1-phenyl, 3-CF3, 5-CF3-phenyl, 3-Cl, 4_Cl, 5-Cl-phenyl, 3-factor 3-<:1,4- 0(:113,5-0:1-phenyl, 3-0: to 4)-0(:1120-(5)-styl, 3-Cl, (4)-0CF20-(5)-phenyl , 3-Cl, (4)-OCH2CH2-(5)-styl, 3-Cl, 4-OCH3, 5-OCH3-phenyl and 3-OCH3, 5-CF3-phenyl. The invention is also provided herein The intermediate NH2 of the general formula (V) obtained in the synthesis, wherein χ represents 33 201012812 G1 G1

Wherein G1, G2 and G3 are each independently selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, alkenyloxy, alkynyloxy , cycloalkylalkoxy, alkoxy, haloalkoxyalkyl, alkylsulfanyl, dentylsulfanyl, alkylsulfinyl, alkylsulfinyl, alkane Sulfosyl, tert-alkylsulfonyl, cyano, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl, carboxyl, decylamino, dialkylguanidinium, trialkyldecyl , nitro, amine, alkylamino, dialkylamino, alkylsulfonylamino, dialkylsulfonylamino, -CR6=NO-R6, -CR6=NO-halogen Or a sulfhydryl group, wherein adjacent theater groups, halo groups, alkoxy groups and/or i alkoxy groups and the carbon atoms to which they are attached may form a five- or six-membered ring system containing from 〇 to 2 The oxygen atom and its alkyl moiety are optionally substituted with one or more fluorine atoms. Preferably, G1, G2 and G3 are each independently selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, COOH, nitroxide, amine, An alkylamino group, a dialkylamino group, wherein an adjacent alkyl group, a haloalkyl group, an alkoxy group, and/or a tooth alkoxy group, and a carbon atom to which it is attached may form a five- or six-membered ring system It contains 0 to 2 oxygen atoms and its alkyl moiety can be optionally substituted with one or more fluorine atoms. Particularly preferably, G1, G2 and G3 are each independently selected from the group consisting of halo, C^CVi alkyl and G-C6-alkoxy, wherein adjacent alkyl, aldentyl, alkoxy and/or dentate The alkoxy group and the carbon atom to which it is attached may form a five- or six-34 201012812 member of the ruthenium system which contains 0 to 2 oxygen atoms and whose thiol moiety may be substituted with one or more gas atoms. . Very particularly preferably G\G2 and G3 are each independently selected from the group consisting of gas, chlorine, bromine, iodine, CF3, CH30, 0CH20, 〇CH2CH2 and 〇CF20. In particular, X has one of the following meanings: 2-C1-phenyl, 2-F-6-F-phenyl, 3-C1-phenyl, 3-CF3-phenyl, 4-Cl-benz, 4 -Br-phenyl, 4-phenyl-phenyl, 3-Cl,4-Cl-phenyl, 3-CF3,4-Cl-phenyl, 3-Cl, 5-Cl-phenyl, 3-CF3,5 -F-phenyl, 3-CF3,5-Cl-phenyl, 3-CF3, 5-CF3-phenyl, 3-Cl, 4-Cl, 5-Cl-phenyl, 3-7-(:1 , 4-0(:113,5-(:1-stupyl, 3-(:1,(4)-0(:1120-(5)-stupyl, 3-Cl, (4)-0CF20-( 5) -Phenyl, 3-Cl, (4)-OCH2CH2-(5)-phenyl, 3-Cl, 4_OCH3, 5-OCH3-phenyl and 3-OCH3, 5-CF3-phenyl. The compounds of the formula (IB) and (Ι-C) can be synthesized, for example, according to the following method (B):

2 Oxidation equivalents wherein the rule 1, 2, 2, 8, 2, 6, and 3 and 11 have the meanings provided above. In the method (b) for the preparation of the compound of the formula (IB) according to the invention, the corresponding thioether of the formula (Ι-A) is a suitable oxidizing agent with 1 mol of the example 35 201012812 Η 2、 2 Sodium iodate, sodium sulphate Naao2, ·= acid third τδΙ, hypochlorous acid about Ca(〇C1)2, oxalic acid (tetra) reaction. NaQel Q2 ΛΑ prepare... ^ The obtained sub-class can be further With 1 m, "reverse," to the hardship of the general formula (IC). The compound of the formula (I-A) is directly oxidized in the presence of an oxidizing agent to obtain an anthracene of the formula (i-c). These oxidation reactions are themselves known in the textbooks known to those skilled in the art and described in Xu Xi Organic Preparation Chemistry. A review of the oxidation method for thioether reactions can be found, for example, in J. March "Advanced Organic

Chemistry" 4th Edition, John Wiley & Sons, 1992, ρ. 1202 and the documents mentioned therein. Accordingly, the present invention also relates to a method for preparing a compound of the formula (Ι-Β) via the following reaction (Β) ), wherein Y=-S(0)-(general (Ι-Β) compound):

Among them, rule 1, ruler 2, 113, again, 3 and 11 have the meanings provided above. The starting materials used in this reaction were obtained according to the reaction scheme shown above. Accordingly, the present invention also relates to a method for preparing a compound of the general formula (Ι-C) via the following reaction, wherein Y = -S(0)2_(generalized (i_c) person) 36 201012812

2 Oxidation equivalents wherein R1, R2, R3, X, B and η have the meanings given above. The starting materials used in this reaction were obtained according to the reaction scheme shown above. Process (a) The compounds of the formula (I>D), (Ι-E) and (Ι-F) can be synthesized according to, for example, the following method (C):

(I-A) Y = S R1 s R2 β Η NH2CN (IX) mm

0-D) Y = S(=N-CN) Ri * R2 « H 1 gasification

Ο-E) Y = S(0)(=N-CN) R1 = R2 * H

^X)

d-F) Y * S(〇)(sN*R6) R1 = R2=H where A1, A2, B, X, r3, R6 and n have the meanings provided above. In the process (C) for the preparation of a compound of the formula (Ι-D), the corresponding thioether of the formula (Ι-a) is a suitable oxidizing agent with 1 mole such as NBS or iodine and cyanamide (IX) reaction. The N-cyano-sulfilimines of the formula (I-D) are further reacted with a suitable molar amount of 1 mM equivalent of an oxidizing agent to give an N-cyanosulfonate 37 201012812 amine of the formula (Ι-E), for example with H2〇2, sodium periodate, tert-butyl acid tert-butylate, hypochlorite mom Ca(OCl)2, sodium chlorite NaCl1, sodium hypochlorite NaOCl, peracid or 02 and catalyzed ammonium nitrate Hey. After hydrolysis, NH-sulfone imines (i_F: R6=H) are obtained, which are themselves calcinable to give N-alkylsulfoximines (I-F: r6 = alkyl). Accordingly, the present invention also relates to a process for the preparation of a compound of the general formula (I) via the following reaction, wherein Y = -S(0)(=N-CN)-: R\

(I-E) Y = S(0)(=N-CN) •, R*-LG(X) rVr1

Y = S(0)(=N-R6)

Wherein A1, A2, B, X, R3, 6 and n have the meanings provided above. The starting material of the formula (1) used in this reaction wherein γ = _S (= N-CN), (compound of the formula (I_D)) or _s (〇) (= N-CN) - (formula (IE) The compound) is preferably obtained via the following reaction, which also forms part of the subject matter of the present invention:

13⁄43⁄4 B (2) S 1 gasification When PCT NH2CN (IX) catalyst

The synthesis of N-aryl-thiaimines, cyano sulfone imines and nh-sulfoximines is, for example, described in:

Organic Letters (2007), 9(19), 3809-3811. 38 201012812 2. Organic Letters (2007), 9(15), 2951-2954

3. WO 96/39389 A 4. US 2005/228027 A Method (The compound of formula (IG) and (IH) is synthesized, for example, according to the following method (D) 'If the starting material used is a formula (Ι- A) to (IF) compounds wherein the amine functional group bears only a hydrogen substituent or at least one hydrogen substituent. This method also forms part of the subject matter of the present invention:

Wherein A1, A2, B, X, Y, R1, R2, R3 and η have the meanings provided above. In the process 39 201012812 (D) for the preparation of compounds of the formula (IG) and (Ι-Η) according to the invention, the free NH 2 group of the compound (IA) - (Ι-F) is based on the basic alkyl group The generally known methods of hydration or thiolation are carried out with the corresponding alkylating or oximation agents (XI) and (XII). For example, WO 2002/008196 A discloses the reaction of 5-aminopyrazoles. Process (E) A compound of the formula (I-J) is synthesized, for example, according to the following method (E):

Y = S02 Y=S(〇K=N-Re) R1 = R2 = H Ri a R2 = Η where A1, A2, B, X, Y, R3, R4, R5 and n have the meanings provided above. This reaction also forms part of the subject matter of the present invention. The conversion of a heterocyclic quinone to an imine is known from the literature and is disclosed, for example, in Combinatorical Chemistry & High Throughput Screening 2005, 8, 617-622. According to this, the present invention also relates to a process for producing a compound of the formula (1) via the following reaction:

(I-A) Y = S Ri = R2 = Η (*-D) Y = S(=N-CN) R1 = R2 = Η shed, HNRWXin) for = R5 = CH3 dmf acid, solvent

R3n

(I-E) Y = S(0)(=N-CN) R1 = R2 = Η

(l-F)

γ = S(0)(=N-R6) R1 = R2 = H where A1, A2, B, X, Y, R3, R4, R5 and n have the meanings provided above. 41 201012812 Method (f) A compound of the formula (Ι-Α) is synthesized, for example, according to the following method (F):

v*s R1 = R2 = Η In the method (F) for preparing a compound of the formula (Ι_Α) according to the invention, it is also possible to prepare a vinegar of the formula (χνΙΠ) using a method known per se from the literature. Or a carboxylic acid thereof as an intermediate which, after decarboxylation, gives an aminopyrazole of the formula (XIX) as an intermediate. Halogenation of a compound of the formula (ΧΙΧ) is carried out in a suitable solvent such as benzene, chloroform, carbon tetrahydrate or glacial acetic acid using a suitable halogenating agent such as bromine, iodine, NBS or NIS. In the final step, the halide of the formula (χχ) produced in this process is reacted with boric acid or a boronic acid ester in the presence of a suitable Pd catalyst to give a compound of the formula (Ι-A) according to the invention. . 42 201012812 Similarly, WO 2001/07413 discloses that this synthetic sequence is useful for the preparation of iota-aryl-3-sulfanylpyrazoles. Method (G)

The compound of the formula (Ι-A) is, for example, synthesized according to the following method ((7):

R1 = R2 = Η where 1, person 2, 3, 乂, feet 3 and 11 have the meanings provided above and 1^0 represents any release group.合成 This synthetic sequence for the preparation of VII-oxime from trithiocarbonate (XXII) is similarly disclosed in: Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1984), (1), 85-90; equivalent conversion to SH-pyrazole (XXIII) is provided in Synthetic Communications, 33(4), 555-562; 2003. The present invention also provides an intermediate of the general formula (XXIII) obtained in the synthesis.

Η 43 201012812 where X stands for

Wherein G1, G2 and G3 are each independently selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, alkenyloxy, alkynyloxy , cycloalkylalkoxy, haloalkoxy, alkoxyalkyl, alkylsulfanyl, ialkylsulfanyl, alkylsulfinyl, alkylsulfinyl, alkane Sulfosyl, haloalkylsulfonyl, cyano, alkylcarbonyl, alkoxycarbonyl, alkoxycarbonylalkyl, carboxyl, decylamino, dialkylguanidino, trialkyldecyl, Nitro, amine, alkylamino, dialkylamino, alkylsulfonylamino, dialkylsulfonylamino, -CR6=NO-R6, -CR^NO-haloalkyl or A ketone group in which an adjacent alkyl group, a halogen group, an alkoxy group, and/or an alkoxy group and a carbon atom to which it is attached may form a five- or six-membered ring system containing 0 to 2 oxygen atoms. The atom and its alkyl moiety are optionally substituted with one or more fluorine atoms. Preferably, G^G2 and G3 are each independently selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, COOH, nitro, amine, alkane. An amino group, a dialkylamino group, wherein an adjacent alkyl group, a haloalkyl group, an alkoxy group and/or a haloalkoxy group and a carbon atom to which it is attached may form a five- or six-membered ring system It contains 0 to 2 oxygen atoms and its alkyl moiety is optionally substituted by one or more fluorine atoms. Particularly preferably, G1, G2 and G3 are each independently selected from the group consisting of a halogen group, a CbCV halogen group and a Ci-CV morphoxy group, wherein an adjacent alkyl group, a halogen group, a 201012812 alkoxy group and/or a halogen group are burned. The oxy group and the carbon atom to which it is attached may form a five-membered ring system containing 0 to 2 oxygen atoms and the alkyl moiety thereof may be optionally substituted with one or more fluorine atoms. Very particularly preferably G, G2 and G3 are each independently selected from the group consisting of gas, gas, bromine, hydrazine, cf3, ch3o, och2o, och2ch2 and OCF2. Particularly preferably, X has one of the following meanings: 2-C1-bens, 2-F-6-F-phenyl, 3-C1-phenyl, 3-CF3-styl, 4_ci phenyl, 4- Βγ-phenyl, 4-1·phenyl, 3-Cl,4-Cl-phenyl, 3-c^,4_c1_phenyl, 3-Cl, 5-Cl-phenyl, 3-CF3,5-F -phenyl, 3-CF3,5-Cl-phenyl, 3-CF3, 5-CF3-phenyl, 3-Cl, 4-Cl, 5-Cl-phenyl, 3-F,3-Cl, 4 -〇CH3,5-Cl-phenyl, 3-Cl, (4)-OCH2〇-(5)- stupid, 3-Cl, (4)-0CF20-(5)-phenyl, 3-Cl, (4) -OCH2CH2-(5)-styl, 3-Cl,4-OCH3, 5-anthracepin-3-phenyl and 3-OCH3,5-CF3-phenyl. The active compound according to the invention, in combination with good plant tolerance and suitable toxicity to warm-blooded animals, has good compatibility with the environment, and is suitable for protecting plants and plant organs for increasing yield and for Improve the quality of harvested grains and control animal pests, especially insects, butterflies, snails, nematodes and mollusks, in agriculture, horticulture, animal husbandry, forests, gardens and leisure facilities, in stored products and raw materials. Protected and found in the health sector. It can be preferably used as a plant protection agent. It can be active against species that are usually sensitive and resistant and against all or individual stages of development. The above pests include: From the wind, such as the genus Aphid, the genus Hemophilia, the genus genus, the genus, the genus, the genus. 45 201012812 From arachnids such as scoparia, scorpion scorpion, scorpion scorpion, Aculus genus, black scorpion, snail, snail, sacred, pure scorpion, chicken skin hedgehog, Hemitarsonemus spp., medlar, orange rust, burdock, scorpion, scorpion, scorpion, hard monument, scorpion, itch, snail, scorpion Brassica butterfly, Middle Eastern golden scorpion, full-claw snail, leaf scorpion, and short-stalked snail. From the bivalve mollusc class, for example, to the genus. From the subgenus of the lip, such as the genus Geophilus, the genus Aunt. From the order of the genus Lepidoptera, for example, soybean, genus, agelastica alni, genus, amphimallon solstitialis, Anobiumpunctatum, ostracod, genus, genus, Apogoniaspp., genus, genus, genus Platycodon elegans, Beans, Ceuthorrynchus spp., Cleonus mendicus, Conoderus spp., Weevil, Grasshopper, Paralyzed genus, Rhododendron, 彖, 蠹, Diabrotica spp ., Epilachna spp., worm main stem 麦, 麦 beetle, Heteronychus arator, Hylamorpha elegans, house beetle, 苜蓿 weevil ^, Hypothenemus spp., Lachnosterna consanguinea, Colorado golden bud, rice locust, Lixus spp Lyctus spp., pollen aphid, big chestnut tortoise, Migdolus spp., Monochamus spp., Naupactus xanthographus, yellow spider mites, Oryctes rhinoceros, mine thieves, grape black ear 彖 elephant, silver dot flower golden tortoise, Phaedon Cochleariae, Phyllophaga spp., 曰本丽金龟, Andean potato genus, rapeseed flea, Ptinus spp., black root ladybug, glutinous rice, storage rice weevil , Sphenophorus spp., Sternechus spp., Symphyletes spp., Tenebrio molitor, Tribolium 201012812 genus, genus sack maculata, Tychius spp., Tiger beetles belong, Zabrus spp .. From the tail of the bullet, such as beet hoppers. From the genus Ganoderma, such as the European ball python. One foot, for example, Blaniulus guttulatus 〇 from Diptera such as Aedes, Anopheles, Bibio hortulanus, Red-headed lynx, Mediterranean fruit fly, Drosophila, Drosophila, human flies, Musca domestica, wild rodent flies Genus, olive fruit fly, human skin fly, genus Drosophila, Fannia ❹ SPP., genus, black genus, Hypobosca spp., yak leather genus, genus genus, genus, genus Genus, Nezara spp., sheep genus, swedish fly, beet leaf miner, cockroach fly, genus, fly genus, Tanniaspp, European mosquito, black beetle. From the gastropods such as Arion spp., the flat genus, Bulinus spp.,

Deroceras spp., Galba spp., Lymnaea spp., snail, amber yak. From the genus Spirulina, such as the duodenal hookworm, Ceylon hookworm, the Brazilian hookworm, the genus Hookworm, the locust, the Ascarisspp, the Malayan filaria, the Timorese worm,

Bunostomumspp., Nematode, Branch genus, Comb-like genus of the genus Helicover, Liver genus, Filamentous nematode, Aphis gossypii, Medina nematode, Single-roomed worm, Multi-room Echinococcosis, aphid, Faci〇ia Spp., Haemonchus, genus, genus Short-coated mites, Hy0str〇ngulus spp., filaria, nematode, genus Bovine genus, liver genus , Iris, Gastroin, Paragonimus, Schistosoma, A. elegans, C. elegans, Strcmyloides sPP., wormless, worm, Trichinella, Trichinella, Trichinella bdtovi , Trichinella, Trichindla, 201012812, Trichoderma, Whipworm, B. elegans. It may also control protozoa, such as Amy. From the genus Heteroptera, such as the pumpkin bee, Antestiopsis spp., Blissus spp., Calocoris spp., scorpion, Cavelierius spp., Cimex spp., green blind, marginal culture, Dielops furcatus, Diconocoris hewetti, Dysdercus spp. Euschistus spp., brown shield bee species, Heliopeltis spp., Horcias nobilellus, O. striata, Leptoglossus phyllopUS, genus genus, \1&〇*0卩65 6乂. &乂&^13, Blinds, Green genus, Oebalus spp., Pentomidae, Bee, Piezodorus spp., Cotton Sweeping Bee, Pseudacystapersea, Cone, Cocoa, Black Stork, Pear Champion, Tibracaspp., and beekeeping. From the Homoptera such as Acyrthosipon spp., the rice brown genus, Agonoscenaspp., Tobacco genus, sugarcane, whitefly, leur〇thrixus spp, small green leaf genus, Anuraphis cardui, red scale genus, pear蚜, cotton genus, grape ash, small round Shield, genus, stalk, Atanus spp., potato, Bemisia spp., Brachycaudus helichrysii, Brachypodium, Brassica, Calligyponamarginata, Carneocephalafulgida, sugar cane cotton, swimming cricket, horned genus,

Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Walnut black spotted, brown round scale insect, Cicadulina mbila, Coccomytilus halli, Coccus spp., Cryptomyzus ribis, Aphis, Trichoderma, Woods, Scales, crawling Dysaphis spp., genus Pseudomonas, cotton leafy genus, apple genus, Erythroneura spp., Euscelis bilobatus, coffee powder glutinous rice, glazed leaf mites, peach glutinous rice, 201012812

Icerya spp., Idiocerus spp., Eucalyptus spp., Lepidium spp., Lepidosaphes spp., Radish, Macrosiphum spp., Mahanarva fimbriolata, sorghum, Metcalfiella spp, Violet tumor, Monellia costalis, Monelliopsis pecanis, Peach genus, Lettuce, Black-tailed genus, Brown worm, Oncometopia spp., Orthezia praelonga, Whitefly, Paratrioza spp., Black-spotted genus, Pemphigus spp·, Cornfinch, Phenacoccus Spp., Phloeomyzus passerinii, 财, Phylloxera spp., citrus and Shield Shield, Planococcus spp., thick green worm, scale insect, tail powder scale, hibiscus, Pteromalus spp., Pulu Sand scorpion, Pear genus, Quesada gigas, Pleurotus genus, genus, semi-circular genus, Scaphoides titanus, maiden, thorn shield, white-backed genus, back-flying , Sogatodes spp., Stictocephala festina, Tenalaphara malayensis, Tinocallis caryaefoliae, Tomaspis spp·, oxoptera spp., Greenhouse powder, Muz, Phyllostachys, shell Genera, apple borer. From the Hymenoptera, such as the genus Hymenoptera, Liriodendron, Lasius spp., the kitchen, the genus. From the Isopods such as Armadium vulgare, Baoluo, Rats. From the order of the isopods such as the termite genus and the genus Artemis. From Lepidoptera such as Acronicta major, P. sylvestris, C. sylvestris, cotton leaf A, Anticarsia spp., Cabbage worm, Bucculatrix thurberiella, Pine stalk, Cacoecia podana, Capua reticulana, Codling moth, Cheimatobiabrumata, Chilo spp ., 枞色卷蛾, Grape-filled moth, Cnaphalocerus spp., Earias insulana, Mediterranean flour 49 201012812 Cantharidin, brown-tailed moth, Euxoa spp., Feltia spp., Great wax moth, Noctuidae, Helicoverpa armigera, brown Weaver leaf mold, Coiliate, Hyponomeutapadella, Beet armyworm, Golden moth, Lithhophane antennata, Loxalactis albicosta, Gypsy moth, Canopy leaf moth, Cabbage worm, Spodoptera frugiperda, Spodoptera frugiperda, Oria spp· , negative worm, winter moth, cotton red locust, citrus leaf miner, Pieris spp., diamondback moth, pr〇denia spp., Pseudaletia spp., soybean nocturnal moth, marigold, genus , Thermesia gemmatalis, Moth, Tineola bisselliella, Tortrix viridana, Spodoptera. From the order of the cockroach, such as cockroach, oriental wax cockroach, German cockroach, genus genus, Florida cockroach, cockroach, cockroach, American cockroach, African desert locust. From the eye to the eye, such as the fowl, the oriental groin. From the general outline such as white pine worm. From the order of the genus Hymenoptera, such as the scorpion horse, Enneothrips flavens, the flower scorpion, the greenhouse, the genus, the brown belt, the hummer, the scorpion, the scorpion, the Taeniothrips cardamoni, the genus. From the two-tailed eye, such as the western piranha. Plant parasitic nematodes include, for example, sputum nematode, leaf bud nematode, Belonoaimus spp., pine wood nematode, stem nematode, golden nematode, Heliocotylenchus spp., cyst nematode, needle nematode, nodule nematode, root rot nematode, spiral nematode, Perforated nematodes, remnant nematodes, citrus nematodes, Ukrainian nematodes, knotted nematodes, and sword nematodes. Plant parasitic nematodes include, for example, nematode, nematode, 201012812

Bekmoaimus spp., pine wood nematode, stem nematode, golden nematode,

Heliocotylenchus spp., cyst nematode, needle nematode, root nodule nematode, root rot nematode, spiral nematode, perforated nematode, remnant nematode, citrus nematode, 4 elegans, citrus nematode, sword nematode. v If appropriate, the compounds according to the invention may also be used as herbicides, safeners, growth regulators or agents for improving plant properties, or as microbicides, for example as fungicides, at a certain concentration or rate of use. Agents, antifungal agents, fungicides, viricides (including antiviral agents) or as anti-MLOs (bacteria) and RL〇s (like rickettsia). If appropriate, it can also be used as an intermediate or precursor for the synthesis of other active compounds. The active compound can be converted into conventional preparations such as solutions, emulsions, wettable powders, water and oil-base suspensions, powders, ash, pastes, soluble powders, soluble granules, The granules, the emulsified concentrate, the natural substance impregnated with the active compound, the synthetic substance impregnated with the active hydrazine compound, the fertilizer in the polymeric substance, and the microencapsulating agent are used. These compounds are produced in a known manner, for example by mixing the active compound with an extender, that is to say a liquid solvent and/or a solid carrier, optionally using surfactants, ie emulsifiers and/or dispersants and/or Foam former. The preparation is prepared in a suitable plant or prior to use or during use. Adjuvants which may be employed are those which impart specific properties such as certain technical properties and/or specific biological properties to the formulation itself (and/or the spray mixture, seed dressing) imparted to and/or derived from the composition. A suitable typical adjuvant 201012812 is: extender, solvent and carrier. Suitable extenders are, for example, water, polar and non-polar organic chemical liquids such as from aromatic and non-aromatic hydrocarbons (eg, paraffins, alkylbenzenes, alkylnaphthalenes, gaseous benzenes), alcohols, and polyterpenes ( It can be optionally substituted, etherified and/or esterified), ketones (such as acetone, cyclohexanone), esters (including fats and oils) and (poly)ethers, unsubstituted and substituted. Amines, guanamines, indoleamines (such as N-alkylpyrrolidines) and lactones, sulfones and sulfoxides (such as disulfoxide). If the extender used is water, an auxiliary solvent such as a solvent may also be used. Substantially suitable liquid solvents are: aromatics such as diphenylbenzene, © toluene or alkyl naphthalene 'gasified aromatics, or gasified aliphatic hydrocarbons such as benzene, vinyl chloride or dichlorohydrin-' aliphatic cigarettes For example, cyclohexane or bond burns such as mineral oil, minerals and vegetable oils, alcohols such as butanol or glycol and their mysteries and vinegars such as propyl, methyl ethyl hydrazine, methyl isobutyl The ketone or ring is ruthenium, and strong polar solvents such as dimethylformamide and dimethylene are water. Suitable solid carriers are: for example, salts and pulverized natural minerals such as kaolin, clay, talc lime; 5 inches; 5 kiwi, montmorillonite, and comminuted synthetics such as fine knives - Oxidation 7, Oxidation and 7 acid salts; suitable solid carriers for granules are: for example crushed and graded natural rocks such as valence orbital pumice, sepiolite and dolomite ' or synthetic Inorganic stop 4 particles, and organic materials such as granules, coconut shell, jade 2 grass stem particles; suitable emulsifiers and / or foam forming agents are: = sub and anionic emulsification #1 such as polyoxyethylene Fatty acid brewing, ^oxyethylene fat meaning 'example domain aryl sylvestre _, 赖 烧 依, 52 201012812 alkyl sulfate, aryl sulfonate, or protein hydrolysate; suitable dispersing agent is: non-ionic and / or ion Sex substances, for example from alcohol _p〇E and / or - POP, acid and / or POP-POE vinegar, alkyl aryl and / or p〇p_p〇E 趟, fat and / or POP-POE Adduct, p〇p_&/or 卩〇1>_polyol derivative, l〇E- and/or P0P_sorbitol or sugar Compound, sulfuric acid vinegar or aryl sulfate, sulfonic acid alkyl or sulfonic acid aryl ester and alkyl phosphate or aromatic acid vinegar, or

The PO-ether adduct should be applied. Other suitable are oligo- or polymers, for example derived from vinyl monomers, acrylic acid, EO and/or p〇 itself or in combination with, for example, (poly)alcohols or (poly)amines. Lignin and its sulfonic acid derivatives, unmodified and modified cellulose, aromatic and/or aliphatic sulfonic acids, and adducts thereof with formaldehyde can also be used. Thickeners such as yttrium methylcellulose in the form of powders, granules or latex, natural and synthetic polymers such as gum arabic, = dilute alcohol and yoghurt y, or natural Lipid and egg yolk and synthetic phospholipids. It is possible to use dyes such as inorganic pigments such as iron oxide, titanium oxide and Prussian blue, and organic dyes such as alizarin blue dye, azobiscyanine dyes, and micronutrients such as iron, turmeric and turmeric salts. . Other possible additives are perfumes, optionally modified minerals or vegetable oils, soils and nutrients (including micronutrients) such as salts of iron, bell, rotten, copper, sulphur, molybdenum and zinc. Stabilizers such as low temperature stabilizers, preservatives, antioxidants, light stabilizers or other agents which improve chemical and/or physical stability may also be present. 53 η 201012812 The preparation usually contains between 0.01 and 98 parts by weight of active compound, more preferably between 0.5 and 90%. The active substance composition according to the invention may be in the form of a currently commercially available preparation or from these preparations with other active substances such as insecticides, attractants, disinfectants, bactericides, acaricides, nematicides, killing A fungal agent, a growth regulator, a herbicide, a safener, a fertilizer or a chemical carrier is used in the form of a mixture. Particularly advantageous mixed ingredients are, for example, the following compounds: Fungicides: (1) Inhibitors of nucleic acid synthesis, such as benaiaxyi, benaxyl-M, bupirimate, cro Clozylacon, dimethirimol, ethirimol, furaxaxyl, hymexazol, metalaxyl, metalaxyl-M , 〇furace, oxadixyl and oxolinic acid. (2) Silk fissure and cell division inhibitors such as ben〇my 1 , carbendazim, chl〇rfenazole, diethofencarb, ethaboxam (ethaboxam), fuberidazole, pencycuron, thiabendazole, thiophanate, thi〇phanate-methyl and zoxamide. (3) Beer inhibitors (inhibitors of the respiratory chain), such as difluium (difiumet〇rini) as an inhibitor on the complex of the respiratory chain; bixafen, boscalid, wilt Carboxin, fenfuram, futonin 201012812 (flutolanil), floopyram, furametpyr, furmecyclox, isopyrazam ) (cis-poor racemate IRS, 4SR, 9RS and anti-difference racemics IRS, 4SR, 9SR mixture), isabiran (cis-poor racemate 1RS, 4SR, 9RS) ), isabiran (cis-poor racemate 1R, 4S, 9R), heterobiland blue (cis-poor racemate 18, 4 feet, 98), heterobiland blue (anti-poor outward) Racemates 1118, 4811, 9811), Isochram (anti-poor racemates 1R, 4S, 9S), Isochram (anti-poor racemates IS, 4R, 9R), chlorpheniramine (mepronil), oxycarboxin, penflufen, penthiopyrad, sedaxane, thifluzamid as inhibitors in the complex of the respiratory chain; Aleuric brom, atopol (azoxystrobin), cyazofamid, dimoxystrobin, enestroburin, famoxadone, fenamidone, flufenstrobin ), kresoxim-methyl, metominostrobin, oressastrobin, picoxystrobin, pyraclostrobin, pyraoxystrobin, must Pyraetostrobin, pyribencarb, and trifloxystrobin act as inhibitors on Complex III of the respiratory chain. (4) Decoupling agents, such as binapacryl, dinocap, fluazinam, and meptyldinocap 〇 (5) ATP manufacturing inhibitors such as fentin acetate, (fentin chloride), (fentin hydroxide) and (silthiofam) 〇55 201012812 (6) Amino acids and protein biosynthesis inhibitors, such as andoprim, blasticidin-S, spiro (cyprodinil), kasugamycin, kasugamycin hydrochloride hydrate, mepanipyrim, and pyrimethanil. (7) Signal transduction inhibitors such as fenpiclonil, fludioxonil and qnuinoXyfen 8 (8) lipid and membrane synthesis inhibitors, such as biphenyl, pingke ( Chlozolinate), edifenphos, etridiazole, iodocarb, iprobenfos, iprodione, isoprothiolane, procymidone , propamocarb, propamocarb hydrochloride, pyrazophos, tolclofos-methyl, and vinclozolin. (9) ergosterol biosynthesis inhibitors, such as aldimorph, azaconazole, bitertanol, bromuconazole, cyproconazole, benzyl Diclobutrazole, difenoconazole, diniconazole, diniconazole-M, dodemorph, dodemorph acetate, dunkou mouth (epoxiconazole), etaconazole, fenarimol, fenbuconazole, fenhexamid, fenpropidin, fenpropimorph, stagnation (fluquinconazole), flurprimidol, flusilazole, flutriafol, furconazole, furconazole-cis, hexaconazole , Imazalil, Imazalil sulphate, imibenconazole, ipconazole, metconazole, myclobutanil, naftifine , nuarimol, 畤咪嗤 (0Xp0C0naz0ie) Paclobutrazol, pefurazoate, penconazole, piperalin, prochloraz, propiconazole, prothioconazole, valerian (pyributicarb), pyrifenox, quinconazole, simeconazole, spiroxamine, tebuconazole, terbinaflne, four Tetraconazole, triadimefon, triadimenol, tridemorph, triflumizole, triforine, triticonazole, uniconazole ), chloroconazole (voriconazole) and voriconazole. (10) Cell wall synthesis inhibitors, such as benthiavalicarb, dimethomorph, flomoi^ph, iprovalicarb, mandipropamid, Polyoxins, polyoxorim, prothiocarb, validamycin A, and valefenalate. (11) Melanin biosynthesis inhibitors such as carpropamid, dilococymet, fenoxanil, phthalide, pyroquilon and three races ^(tricyclazole). 57 201012812 (12) Resistance-inducing agents, such as acibenzolar-S-methyl, probenazole, and tiadinil. (13) Compounds having multiple site activities, such as Bordeaux mixture, captaf〇l, captan, tetrachloroisophthalene (〇111〇1*〇1; 11& 1〇11丨1), copper succinate ((;〇卩卩61:11&卩111:1161^6), copper oxide, copper oxychloride, (copper preparation such as hydroxide Copper, copper sulphate, dichlofluanid, dithianon, dodine and its free base, ferbam, fluorofolpet, Sterilized dan (f〇lpet), bismuthin (81^&11116), bismuth octanoic acid acetate (811&2£1 such as 63 (^), gram heat (iminoctadine), gram calamine (iminoctadine albesilate), iminoctadine triacetate, mancopper, mancozeb, maneb, metiram, free of zinc (metiramzinc) ), oxine-copper, pr〇painidine, propineb, sulfur and sulfur preparations such as calcium polysulfide, derdi (thir) Am), tolylfluanid, zineb and ziram. (14) Other compounds 'eg 2,3-dibutyl-6-chlorothieno[2,3- d] spray bite-4(3H)-ketone, (2Z)-3-amino-2-cyano-3-phenylprop-2-enoate ethyl ester, N-[2_(l,3-dioxime) Butyl)phenyl]fluoro-1,3-dimethyl-iH-pyrazole-4•decylamine, 3-(difluoroindolyl)-1-indenyl-N-(3,,4,, 5,-Trifluorobiphenyl-2-yl)-lH-pyrazole-4-decylamine, 3-(difluoromethyl)-N_[4_fluoro-2-(^2,3,3,3- Hexafluoropropoxy)phenyl]-1-indenyl-1H-pyrazole-4-decylamine, (2Ε)-2·(2-{[6-(3-gas-2-methyl 201012812 phenyloxy) (5-fluoropyrimidin-4-yl)oxy}phenyl)-2-(methoxyimino)-N-mercaptoacetamide, (2E)-2-{2-[({[ (2E,3E)-4-(2,6 diphenyl)butylene-3-en-2-yl]amino}oxy)methyl]phenyl-2-(methoxyimino)-n- Ethylamine, 2-chloro-N-(l,l,3-trimethyl-2,3-dihydro-1H-indol-4-yl)acridin-3-ylamine, N-(3- Ethyl-3,5,5-trimethylcyclohexyl)-3-((methylhydrazino)-2.hydroxybenzylamine,5.methoxy-2-methyl_4-(2-{[( {(1Ε)_1-[3-(Trifluoromethyl)phenyl]ethyl}amino)oxy]A }}phenyl)_2,4_dihydro_3H-1,2,4-triterpene salivary _3-ketone, (2Ε)·; 2-(methoxyimino)·ν_methyl-2 -(2-{[({(lEH-[3-(trifluoromethyl)phenyl)ethyl]amino)amino)oxy]methyl}phenyl)acetamide, (2E)-2-( Methoxyimino)_N-methyl-2-{2-[(Ε)-({1-[3-(trifluoromethyl)phenyl]ethoxy)imido)methyl]benzene Ethylamine, (2Ε)-2-{2-[({[(1Ε)-1-(3-{[(Ε)-1-fluoro-2-phenylvinyl]oxy}phenyl) Ethylene]amino]amino)methyl]phenyl] 2-(methoxyimino: hN-mercaptoacetamide, chlorophenyl pah-u' triazole + yl) % heptanol , 1-(2,2-monomethyl-2,3-dioxin-1H-indol-1-ylmi η sitting_5_ ❹ ❹ acid methyl ester, Ν-ethyl Ν 甲基 methyl hydrazine, - {2_Methyl_5_(trifluoromethyl)_4·[3_(tridecylfluorenyl)propoxy]phenyl}imidoamine, hydrazine, _{5_(difluoroindolyl)_2 · Mercapto-4-[3-(tridecyldecylalkyl)propoxy]phenyl}_Ν_ethyl_Ν_mercaptosylamine, 0-{1-[(4-methoxy) Phenyloxy)methyl]_2,2-dimethylpropyl} 1Η-imidazole-1-sulfonate, chlorophenyl)propan-2-alkyn-1-yl]oxy}-3- Methoxyphenyl)ethyl]_Ν2-( Sulfosyl) guanamine, 5-chloro-7-(4-methylhexahydropyridyl-1-yl)_6_(2,4,6-trifluorophenyl)[1,2,4] Triazolo[1,5-a]pyrimidine, 5-amino-1,3,4-thiadiazole-2-sulfo, propamocarb-fosetyl, 1Η-imidazole-1-carboxylic acid l-[ (4-methoxybenzene 201012812 oxy)methyl]-2,2-dimercaptopropyl ester, 1·methyl·Ν-[2-(1,1,2,2-tetrafluoroethoxy) Phenyl]-3-(trifluoromethyl)-1Η-pyrazole-4·decylamine, 2,3,5,6-tetraki-4-(indolylsulfonyl)pyridine, 2-butoxy -6-iodo-3-propyl-4Η-decene-4-one, 2-phenylphenol and its salts, 3-(difluoromethyl)-1-methyl-!^-[2-( 1,1,2,2-tetrafluoroethoxy)phenyl]-1Η·pyrazole-4-decylamine, 3,4,5-trispyridine-2,6-dicarbonitrile, Η5-(4- Chlorophenyl)-2,3-dimercaptoisoxazole pyridine-3-yl]pyridine, 3-chloro-5-(4-phenylphenyl)-4-(2,6-difluorophenyl)- 6-mercapto-morphine, 4-(4-phenylphenyl)-5-(2,6-difluorophenyl)-3,6-dimercapto, and 8-ion-based "I·1#, 8-ionyl 4°#sulfate, tebufloquin, 5-methyl-6-octyl-3,7-dihydro[1,2,4]triazolo[1,5-a] Pyrimidine-7-amine, 5·ethyl-6-octyl-3,7-dioxa[1,2,4]triazolo[l,5-a], hydrazine -7-amine, ametoctradin, benthiazol, sputum _(匕61;11〇父2111), capsimycin, carvone, sputum (chinomethionat), chloroneb, cufraneb, cyflufenamide, cymoxanil, cyprosulfamide, dazomet, sputum Debacarb, dichlorophen, diclomezine, dicloran, difenzoquat, wild swallow methyl sulphate ((^6112(^仙1) :11^也7131111)1^16), diphenylamin, ecotam, ferimzone, fluxover, fluopicolide, flumamine (fluoromide), flusulfamide, flutianil, fosetyl-aluminium, 1 fosetyl-calcium, fosetyl-sodium, hexachlorobenzene Hexachlorobenzene), irumamycin, isotianil, methasulfocarb, 201012812 (2E)-2-{2-[({cyclopropyl[(4-methoxyphenyl) Imino]methyl Methyl thio)methyl]phenyl}-3-methoxy acrylate, decyl isothiocyanate, metrafenone, (5-chloro-2-methoxy-4-methylpyridine -3-yl)(2,3,4-trimethoxy-6-nonylphenyl)methanone, mildiomycin, tolnifanide, N-(4-chlorobenzyl -3·[3-decyloxy-4-(prop-2-yn-1-yloxy)phenyl]propanamine, hydrazine-[(4-phenylphenyl)(cyano)methyl] -3-[3-decyloxy-4-(prop-2-yn-1-yloxy)phenyl]propanol, hydrazine-[(5--------- ) fluorenyl]-2,4-dichloropyridin-3-indoleamine, hydrazine-[1-(5.bromo-3-chloropyridin-2-yl)ethyl]-2,4-dichloropyridine-3 - decylamine, N-[l-(5-bromo-3-chloropyridin-2-yl)ethyl]-2-fluoro_4_iodopyridin-3-ylamine, Ν-{(Ζ)-[( Cyclopropyl decyloxy)imino][6-(difluoromethoxy)-2,3-difluorophenyl]methyl}-2-phenylacetamide, Ν-{(Ε)- [(Cyclopropyl decyloxy)imino][6-(difluoromethoxy)-2,3-difluorophenyl]methyl}-2-phenylacetamide, Natamycin ( Natamycin), nickel dimethyldithiocarbamate, nitrothal-isopropyl, octhiminone, Oxamocarb, oxyfenthiin, pentachlorophenol and its salts, phenazine-1-carboxylic acid, phenothrin, Acid and its salts, propamocarbfosetylate, propanosine-sodium, proquinazid, pyrrolnitrin, pentachloro> 6 quintozene, S-5-amino-2-(1-methylethyl)-4-(2-mercaptophenyl)-3-keto-2,3-dihydro-1H -pyrazole_1_thio-2-indole-1-acetate, tecloftalam, tecnazene, triazoxide, tricholamide, 5-Chloro 61 201012812 -N1-Phenyl-Ϊ^Γ-propan-2-block-1-yl porphin-2-Continuous brewing of moon well, zarilamide, Ν-methyl-2-(1 -{[5-mercapto-3-(trifluoromethyl)-1Η-pyrazol-1-yl]ethenyl}hexahydropyridine-4_yl)_N-[(1R)-1,2,3 , 4-tetrahydronaphthalen-1-yl]-1,3-thiazole-4-decylamine, N-methyl-2-(l-{[5-methyl-3-(trifluoromethyl)-1Η -pyrazol-1-yl]ethenyl}hexahydropyridin-4-yl)-N-(l,2,3,4-tetrahydronaphthalen-1-yl)-1,3-thiazol-4-indole Amine, 3-(difluoroindenyl) -N-[4_fluoro-2-(l,l,2,3,3,3-hexafluoro1propyloxy)phenyl]-1-indenyl-1Η-σ ratio 0 sit 4-bristamine And {6-[({[(1-]-yl-1Η-tetrazol-5-yl)(phenyl)phosphonium]amino}oxy)indolyl]pyridin-2-yl}amino decanoic acid Amyl ester. Fungicides: Bronopol, dichlorophen, nitrapyrin, nickel dimethyldithiocarbamate, kasugamycin, orolone 〇(^11丨1111〇1^), 吱和魏酸(£!«^11〇&1:1)(^>^〇&(^(1), via oxytetracycline , probenazole, streptomycin, tecloftalam, copper sulphate and other copper preparations. Insecticides/killers/nematicides: as described in this specification by its "common name" The active compound is known, for example, from "The Pesticide Manual", 14th Ed" British Crop

Protection Council 2006, and from the web page http://www.alanwood.net/pesticides/. (1) Acetylcholinesterase (AChE) inhibitors such as amine carbamates such as alanycarb, Oldicarb, bendiocarb, benfuracarb Butocarb〇xim, 62 201012812 butoxycarbboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, butyl 〇〇bucarb, formetanate, furathiocarb, isoprocarb, metiocarb, methomyl, metolcarb, Europe Oxalyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, and extinction Xylylcarb; or organic acid salt, such as acephate, azamethiphos, azinphos (-methyl, -ethyl), cadusafos , chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos (-mercapto), cattle Coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos/DDVP, dicrotophos, dimethoate ), dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, chlorpyrifos (fenitrothion), fenthion, fosthiazate, heptenophos, isofenphos, (0-(methoxyaminothio-thiol) salicylic acid Propyl ester), isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, sulphate 63 201012812 (monocrotophos), Naled, omethoate, oxydemeton-methyl, parathion (-mercapto), phenthoate, phorate, yubisson (phosalone), phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenof Os), propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos , temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, triazamate, triclofon and Michelon (vamidothion). (2) GABA-regulated chloride channel antagonists, such as organochlorines, such as chlordane and endosulfan (alpha-); or phenyl hydrazine ratio (fiproles) (phenyl hydrazine) ° Sitting class), such as ethiprole, fipronil, pyrafluprole, and pyriprole. (3) Sodium channel modulators/voltage-dependent sodium channel blockers, such as pyrethroids, such as acrinathrin, allethrin (d-cis-trans, d-reverse) ), bifenthrin, bioallethrin, bioalethrin-S-cyclopentenyl, bioresmethrin, fenpropathrin Cycloprothrin), cyfluthrin (beta-), cyhalothrin (gamma-, lambda-), cypermethrin (alpha-, beta-, theta-, zeta_), cyanidia g(cyphenothrin) [(li?)-trans-isomer], deltamethrin, four 201012812 dimefluthrin, impenthrin [(five Z) -(l and)-isomers], esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flueythrinate, flumethrin (flumethrin), fluvalinate (tau-), halfenprox, imiprothrin, metofluthrin, permethrin, brewing Phenothrin [(li?)-trans-isomer], prallethrin, profluthrin, pyrethrins, pyrethrum, heterologous Resmethrin, RU 15525, silafluofen, tefluthrin, tetramethrin [(li?)-isomer], tetramethrin (tralomethrin), Transfluthrin and ZXI 8901; or DDT; or methoxychlor. (4) Nicotinic acetylcholine receptor agonists, such as neonicotinoids, such as acetamiprid, clothianidin, dinotefuran, imidacloprid ), nitenpyram, thiacloprid, thiamethoxam; or nicotine. (5) ectopic acetylcholine receptor modulators (agonists), such as spinosyns, such as spinetoram and spinosad. (6) Chloride channel activators, such as averrnectins/milbemycins, such as abamectin, emamectin benzoate, lepimectin, and thiophene Milbemectin. (7) Juvenile hormone homologs, such as hydroprene, chinop 65 201012812 (kinoprene), methoprene; or fenoxycarb; pyriproxyfen. (8) Active compounds having known or non-specific mechanisms of action, such as fumigants, such as methyl bromide and other alkyl dentates; or chloropicrin; sulphuryl fluoride; (borax); tartar emetic. (9) Selective antifeedant's such as pymetr〇zine or flonicamid ° (10) 螨 growth inhibitors, such as cl〇fentezine, diflovidazin, Hexythiazox, etoxazole. (11) Microbial interfering agents for insect intestinal membranes, such as Bacillus thuringiensis subsp. suricus, Israeli variants, Bacillus sphaericus, Bacillus thuringiensis subspecies, A. sinensis, Bacillus thuringiensis subspecies, Chaucer, and Bacillus thuringiensis Bacillus subspecies, 4 locust species, and BT plant proteins such as Cry 1 Ab, Cry 1 Ac, Cry 1 Fa,

Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Abl. (12) oxidative phosphorylation inhibitors, ATP interfering agents such as diafenthiuron; or organotin compounds such as azocyclotin, cyhexatin, fenbutatin oxide ; or more (propargite); get rid of (tetradifon). (13) Oxidative phosphorylation decoupling agents acting through interfering proton proton gradients, such as chlorfenapyr and DNOC. (14) In the detection of acetylcholine receptor antagonists, such as bensultap, cartap (hydrochloride), thiocyiam and thiosultap-sodium 〇 66 201012812 (15) Type 0 chitin biosynthesis inhibitors, such as phenylhydrazines, such as bistrifluron, chl〇rfluazur〇n, diflubenzuron ), flucycline xur〇n, fhefenoxuron, heXaflumuron, lufenur〇n, novaluron, noivifuron, Said phenylurea (teflubenzuron) and triflumuron (triflumuron). (16) A type 1 chitin biosynthesis inhibitor such as buprofezin. (17) Peeling interfering agent ', for example, cyr〇mazine. (18) Ecdysone agonists/interfering agents such as diterpenoids such as chromafenozide, hal〇fenozide, methoxyfenozide and tebufenozide . (19) Octopaminergic agonists, such as amitraz. (20) Site III electron transport inhibitor/site π electron transport inhibitors, such as hydramethylnone, acequinocyl, fluacrypyrim, or cyflumetofen and west Cynopyrafen ° (21) Electron transport inhibitors, such as electron transport inhibitors from sites of METI acaricides such as fenazaquin, fenpyroximate, Pyrimidifen, Pyrababen, tebufenpyrad, t〇lfenpyrad, or rotenone (Derris). (22) Voltage-dependent sodium channel blockers, such as indoxacarb ), the United States Fluorine (metaflumizone). 67 201012812 (23) Inhibitors of acetyl-CoA carboxylase, such as quaternary acid acid derivatives, such as spirodiclofen and spiromesifen; or tetramic acid a derivative, such as a spirotetramat. (24) Site IV electron transport inhibitors, such as cans, such as aluminum, calcium phosphide, phosphine, zinc phosphide; or cyanide. (28) Ryanodine receptor potentiators, such as diamines, such as chlorantraniliprole (Rynaxypyr), cyantraniliprole (Cyazypyr), and flubendiamide. Other active compounds with unknown mechanisms of action, such as azadirachtin, amidoflumet, benzoximate, bifenazate, chinomethionat, cryolite ( Cryolite), dicofol, flufenerim, pyridaly 1 and pyrifluquinazon; or the following known active compound 4-{[(6-bromopyridine) 3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one (known from Jiayu 2007/115644), 4-{[(6-fluoropyridin-3-yl) (2,2-difluoroethyl)amino}furan-2(5H)-one (known from WO 2007/115644), 4-{[(2-chloro-1,3-thiazole-5) -yl)mercapto](2-fluoroethyl)amino}furan-2(5H)-one (known from WO 2007/115644), 4-{[(6-chloropyridin-3-yl)indolyl (2-fluoroethyl)amino}furan-2(5H)-one (known from WO 2007/115644), chloropyridin-3-yl)indenyl](2,2-difluoroethyl)amine Furan-2-(5H)-ketone (known from WO 2007/115644), 4-{[(6-chloro-5-fluoropyridin-3-yl)indolyl](methyl)amino}furan- 2(5H)-ketone (known from WO 2007/115643), 201012812 4-{[(5,6-one gas 0 to bite-3-yl (曱)](2-fluoroethyl)amino)furan-2 (5-indicole (known from WO 2007/115646), 4-{[(6-chloro-5-fluoropyridine-3-yl) Methyl](cyclopropyl)amino}furan-2(5Η)-嗣 (known from w〇2007Π15643), 4-{[(6-chloropyridin-3-yl)methyl](cyclopropyl) Amino}furan-2(5Η)-嗣 (known from ΕΡ-Α-0 539 588), 4-{[(6-chloropyridine-3-yl)indolyl](fluorenyl)amino}0 Furan-2(5Η)-ketone (known from ΕΡ-Α-0 539 588), [(6_ chloropyridin-3-yl)indolyl](indenyl)oxybutanium λ4-sulfinyl cyanoguanidine Amines (known from 2007 WO 2007/149134), [1-(6·chloropyridin-3-yl)ethyl](indenyl)oxybutanium λ4_sulfinyl cyanamide (known from WO 2007 /149134) and its non-paired isomers (A) and (B) ?H3

(A) 9h3

(also known from WO 2007/149134), [(6-trifluorodecylpyridin-3-yl)methyl](methyl)oxylated 44-sulfinyl cyanamide (known from WO 2007/ 095229), sulfoxaflor (also known from w〇2007/149134), 11-(4-chloro-2,6-diamidinophenyl)-12-hydroxy-1,4-dioxene -9-azaspiro[4.2.4.2]tetradecane-11-ene-10-one (known from WO2006/089633), 3-(4'-fluoro-2,4-dimethylbiphenyl- 3-yl)-4-transyl-8-oxa-1-azaspiro[4.5]indole-3-en-2-one (known from WO 2008/067911) and 1-{2,4-di Indenyl_5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1Η·1,2,4-tris (known from WO 1999/55668). 69 201012812 may also be a mixture with other known active compounds such as herbicides, fertilizers, growth regulators, safeners, chemical carriers, or pharmaceutically acceptable agents. When used as an insecticide, the commercially available preparations and the active compounds according to the invention prepared from these preparations may additionally be present as a mixture with a synergist. Synergists can increase the activity of living complexes, and it is not necessary to add synergistic synergists to the living complex itself. When used as an insecticide, the commercially available preparations and the active substance compositions according to the invention prepared from these preparations may additionally be present as a mixture with an inhibitor, which, after application, prevents 14 Substances are degraded in the environment of plants, on the surface of plants or in plant tissues. The active compound containing I prepared from commercially available formulations can vary over a wide range. The active compound concentration in the form of use may range from 0.00000001 to 95% by weight of active compound, more preferably between 1 and 1% by weight. The compound is used in a conventional manner suitable for the form of use. All plants and plant parts can be treated in accordance with the present invention. As used herein, plant refers to the total number of plants and plants, such as wild plants or crops (including naturally occurring crops) that are needed and not needed. The crop may be a plant obtained from traditional methods of sowing and optimization or via biotechnology and recombination, or a combination of these methods, including genetically transformed plants and including or without Plant Breeders, Rights protected. Plant variety. Plant parts refer to all above-ground and underground parts and organs of plants. For example, 201012812, such as seedlings, leaves, flowers and roots, can be exemplified by leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and Roots, tubers and rhizomes. Plant parts also include harvested material and substances that are transmitted and reproductively transmitted, such as cuttings, tubers, rhizomes, ramets and seeds. The treatment of plants or plant parts with the active compounds according to the invention is carried out directly or via the usual treatment methods in their environment, dwelling or storage chamber, for example by dipping, spraying, evaporating, atomizing, spreading, coating, Ο

^ shot, and in the case of sowing of matter, especially in the case of seeds, avoiding the application of one or more coatings. As described above, the whole plant or a part thereof can be treated according to the present invention. In a preferred embodiment, the wild plants and plant beta species or those obtained by conventional biological culture methods such as exchange or protoplast melting, and portions thereof. In a more preferred embodiment, the genetically-transplanted plants and the plant cultivars obtained by the genetic method are combined, if appropriate, in combination with traditional methods (Genetically ed 〇rganisms), and portions thereof. The "parts", "plant parts" and "plant parts" have been explained above. Plants of plant cultivars that are commercially supplied or used under each If form are particularly suitable according to the invention. Plant cultivars are those formed by conventional species, organisms, or genes: A group of DNA techniques to obtain new plants (variety). These can be cultivated varieties. =, the species or plant cultivation, its location and its growth (soil, gas, long-term, speech), the treatment according to the invention can also lead to the super 71 ~ 201012812 addition (" synergistic effect") effect . Accordingly, for example, there may be an effect that exceeds the actual expected effect. The reduction of the application rate and/or the noisy effect and/or the increase may be based on the activity of the active substance f and the domain, and the preferred plant growth. Increase tolerance to high or low temperature, increase tolerance to drought or water or soil, increase job performance, capacity (four), accelerate into sputum, more southerly yield, larger fruit, larger Plants are highly fortified with green leaves, easy to flower, better products # and / or harvest products have higher

The nutritional value, the higher sugar content in the fruit, and the harvest product have better storage capacity and/or treatment. Genetically transgenic plants or plant cultivars (obtained via genetic engineering) which are preferably treated according to the invention include all plants which are essentially genetically modified to receive genetic material which confers particularly advantageous and useful qualities to these plants. = Some examples of quality are better plant growth, increase the resistance to high or low temperature, or the water or soil salt content, increase the flowering performance V,: accelerate the mature, higher harvest Yield, better quality and/or product have higher nutritional value, better storage stability and/or processability. The other traits of this trait are the better defense against =r? pests, such as for two weeding: sex bacteria and/or viruses' and increasing the tolerance of plants to certain larvae that are required for some of them. It can be enumerated as the actual soil of genetically transgenic plants = v_:, wheat, rice), corn, soybeans, rapeseed and fruit _=Wars and other vegetable varieties, cotton, tobacco emphasizes jade, fruit, pear, Hanging _ fruit and grapes), and especially, potatoes, cotton aphid, tobacco and canola. In particular, 201012812 emphasizes the trait of increasing the defense of plants against toxins formed by insects, mites, nematodes, mites and snails on plants, in particular via genetic material from Bacillus thuringiensis (eg genes CryiA(a), CrylA(b), CrylA(c),

CryllA, CrylllA, CryIIIB2, Cry9c, Cry2Ab, Cry3Bb, and CrylF Ο Ο and combinations thereof are also formed in plants (hereinafter referred to as "Bt plants". The special emphasis is also on the resistance obtained through holism (1) Rulers, systemin, phytoalexins, elicitors, resistance genes and correspondingly expressed proteins and toxins increase the defense of plants against fungi, bacteria and viruses. A more particularly emphasized trait is to increase the tolerance of plants to certain herbicidal active compounds, such as imidazolinones, sulfonamides, glyphosate or glufosinate 7h〇sphin〇tricin (eg PAT). The basis for giving the desired traits can also be combined with each other in the gene transfer plant. Examples of "plants" that can be enumerated are corn varieties, cotton varieties, soybean varieties and potato varieties under the trade name YIELD GARD® ( For example, corn, cotton, soybeans, Kn〇ck〇ut(g) (for example, corn), StarLmk® (for example, corn), B〇Ugard@ (cotton), Nucotn® (cotton; fb^NewLeaf(g) (mamble)贩) under the sale. As can be cited, the herbicide tolerant plant is in the brand name _ Qing ... coffee 8 (resistant = glyphosate such as corn, cotton, soybean), (10) kiss [ground 8 (tolerant oxalate Herbicide tolerance to dishes such as rapeseed), IMI8 (tolerant to the oxazoline) and sts8 (tolerant urests such as corn) under the corn variety, cotton varieties and soybean varieties Plant (cultivated in a traditional manner (4) spear, tolerant plants) Included in the trade name Clearfidd8 (eg corn), these instructions also apply to plant cultivars with genetic traits that are still to be developed for these genes, which will be developed and/or marketed in the future. The compounds of the general formula (I) according to the invention and/or the principles according to the invention are used in an advantageous manner. The preferred range of the above-mentioned mixture of the active compound and the fart is also applicable to This compound treatment plant is particularly emphasized by the use of the compounds of the invention as specifically set forth herein to (4) control pests, including, for example, harmful insects, biting insects and other parasitic pests, Pests for stockpiling pests, finished (four) materials, and sanitary pests, including parasites, are used in the field of veterinary medicine and can be used for their control, such as their elimination and extinction. Therefore, this includes methods for controlling harmful pests. Veterinary field 'that is in the field of veterinary medicine, the active compounds according to the invention can be active against animal parasites, in particular ectoparasites Endoparasites. Internal parasites - the term includes snails, such as worms, nematodes and trematodes, and protozoa such as coccidia. Extracorporeal parasites are usually and more preferably arthropods, especially insects such as the stalk (stinging and stepping), larvae of parasitic ropes, scorpions, hair lice, bird lice, fleas, etc.; or cockroaches, such as cockroaches, etc., such as hard cockroaches or soft mites or mites, such as scab, 螨, the bird's end, etc. These parasites include: From the order of the eye, such as the blood genus, the genus genus, the genus genus, the genus genus genus; the special examples are: canine, fox, sheep, Long cattle, foot, goat, horse, burdock, piglet, head wind, human body, Phylloera vastatrix, yin wind, small short nose wind. From the nectar and the Amblycerina and Ischnocerina suborders such as 74 201012812

Trime-nopon spp·, chicken genus, Trinoton spp. 'Bovicola spp·, Werneckiellaspp., Lepikentronspp., Damalinaspp., genus, Felicolaspp.; special examples are: cattle cockroach, sheep pheasant, Bovicola limbata, Damalinabovis, Dog hairy, cat wind, mountain wool, Lepikentron ovis, Werneckiella equi. From Diptera and Longhorn and Brachycerina suborders such as Aedes, Anopheles, Culex, genus, genus, genus, genus, genus, genus, genus, genus , genus, genus, genus, genus, genus, Philipomyia spp., Braula spp., housefly genus, genus, genus, genus, genus, morelliaspp., toilet genus, genus , genus, green genus, genus, genus Wohlfahrtiaspp., genus, genus, genus, genus, genus, genus, genus, genus, genus, genus, genus, genus, genus, genus, genus, genus, genus Special examples are: Aedes aegypti, Aedes albopictus, Aedes aegypti, Anopheles mosquito, Sun Moon Lake malaria, glabrium fly, Hemp winged hawksbill, tropical house mosquito, Culex pipiens pallens, vector mosquito, toilet fly, flies , ticks, swamps, tussah, sericulture, scorpion, white pheasant, white scorpion, Odagmia ornata, Wilhelmia equina, Boophthora erythrocephala, Tabanus bromius, Tabanus spodopterus, cattle it, Tabanus sudeticus, Hybomitra ciurea, Chrysops caecutiens ' plateau spot, Haematopota pluvialis, Haematopota i Talica, autumn rope, home rope, Haematobia irritans irritans, oriental horn rope, Haematobia stimulans, Hydroteaa irritans, Hydroteaa albipuncta, Chrysomya chloropyga, worm and golden rope, sheep mad rope, cowhide rope, leather rope, Przhevalskiana silenus, human Skin rope, Phyllostachys pubescens, Lipoptena capreoli, Lipoptena cervi, Hippobosca 75 201012812 variegata, Hippobosca equina, horsefly, red-tailed stomach fly, red small stomach fly, gastrointestinal rope, black horn stomach rope, black belly stomach rope, bee wind. From the order of the eye, such as the genus, the genus, the genus, the genus, the genus, the special examples are: shit, meerkat, human cockroach, skin squatting, Indian groin. From the order of the genus Heteroptera, such as the genus Bacillus, Cones genus, Rhododendron, PanStr〇ngylUS spp. From the eyes of the cockroaches, such as cockroaches, American cockroaches, German cockroaches, SupeiiaSpp. (for example, long hair is suspected). From the genus of the genus and the stomata and the stomata of the chest, such as the genus Quercus, the genus blunt, the genus of the genus, the genus, the genus, the genus, the genus , blood genus, genus, genus, genus, genus, genus, genus, genus Sternostoma spp., "Varroa spp·, Acarapis spp.; special case 波. Persian sharp Monument, He Ruiyuan, Ornithodorus moubata, ear wreck, tiny cattle monument, achromatic cattle monument, ring cattle monument, Rhipicephalus (Boophilus) calceratus, small glass eyelids, Egyptian glass eyelids, edge glass eyelids , Hyalommatransiens, Rhipicephalus evertsi, Wanma Cardamom, 六角 Hexagonal hard 蜱, canine hard 蜱, hairy hard 蜱, light red hard 蜱, black foot hard 蜱, full ring ¥ hard monument, bloody monument, engraved blood monument , Haemaphysalis cinnabarina, Haemaphysalis otophila, canine blood stasis, long-horned blood clam, marginal tick, reticular wall, Dermacentor pictus, Dermacentor albipictus, Dermacentor andersoni, Dermacentor variabilis, Hyalomma mauritanicum, brown dog, Rhipicephalus bursa, fan Insects, Rhipicephalus capensis, Rhipicephalus turanicus,

Rhipicephalus zambeziensis, Lone Star Wallworm, Amblyomma 76 201012812 variegatum, Gulf 蜱, Amblyommahebraeum, card along pure eyelids, chicken skin thorns, tropical birds, forest birds, snails, bees and crabs. From Radix (former genus) and genus (no genus) such as genus, Cheyletiellaspp., avian genus, genus, genus, genus, genus, Listrophorusspp ., genus, genus, Caloglyphusspp., Hypodectesspp., Pterolichusspp., genus, genus, cochlear, genus, genus Notoedresspp., Knemidocoptesspp., Cytoditesspp., genus Examples are: snail, Cheyletiella blakei, snail scorpion, snail scorpion, horse scorpion scorpion, goat scorpion, hamster, squirrel, Demodex caballi, snail, autumn snail, Neotrombicula desaleri, Neosch ( 5ngastiaxerothermobia, red worm, ear mites, small perforated mites, Sarcoptis canis, ox treatment, sheep squeezing, Sarcoptes rupicaprae (=S. caprae), horse owl, piglet, itch, deafness Aphids, horse mites, bovine mites, Psoergates ovis, Pneumonyssoidic mange, canine worms, W. striata. The active substance composition according to the invention is also suitable for combating arthropods, worms and originals of attacking animals. Worm Including agricultural livestock such as cattle, sheep, goats, horses, pigs, donkeys, road rides, buffalo, rabbits, chickens, turkeys, ducks, geese, farmed fish, bees. In addition, animals include family animals _ also known as pets - for example Dogs, cats, caged birds, fish in aquariums, and so-called experimental animals such as voles, guinea pigs, rats and mice. By controlling these arthropods, worms and/or protozoa, it is intended to reduce the death of host animals and Improved performance (eg meat, milk, wool, hides, eggs, honey, etc.) and health, so by using the active compound according to the invention, it is possible to farm animals more economically and simply in 201012812. For example, want to prevent or prevent The parasite draws blood from the host (when feasible). Moreover, controlling the parasite can help prevent penetration of the infectious agent. The term "control" as used in the veterinary art of the present invention means that the active compound is effective in infection. In parasitic animals, the prevalence of each parasite is reduced to a harmless degree. More specifically, "control" as used herein refers to the activity. The compound can effectively kill each parasite, inhibit its growth, or inhibit its reproduction. Generally, when used for treating animals, the active compound according to the present invention can be directly applied. It is preferably used as a pharmaceutical composition, which contains Pharmacologically acceptable excipients and/or adjuvants known in the art. In the veterinary field and in animal feeding, the active compounds according to the invention are used in known methods (= administration), for example in the form of tablets and capsules. Agent, drink, veterinary agent, granules, paste, large pellets in the form of 'feeding method and suppository, via enteral administration, via parenteral administration, for example via injection (intramuscular, subcutaneous, intravenous, intraperitoneal) Etc. 'implantation, administration via the nose, administration via the skin, for example, by dipping or bathing, spraying, showering, spotting, washing and powdering' and also via molded articles containing active compounds such as collars, ears Mark, tail mark, limb bandage, reins, imprinted items, etc. The active compound can be formulated into a shampoo or as a suitable preparation for aerosol or non-pressurized sprays, such as pump sprays and spray sprays, for use in scorpions, poultry, pets. Isochronous 'The active compound according to the invention can be used as a preparation (for example powder, wettable powder ["WP"], emulsion, emulsifiable concentrate ["EC"], homogeneous flow solution and suspension 201012812 A concentrate ["SC"]) is used which contains the active compound in an amount of from 1 to 80% by weight, either directly or after dilution (for example 100-10000 fold dilution), or it is used as a chemical bath. When used in the veterinary art, the active compounds according to the invention may be combined with suitable synergists or other active compounds, for example acaricides, insecticides, anthelmintics, bactericides. It has also been found that the compounds according to the invention also have a strong insecticidal action against insects which destroy industrial raw materials. The following insects are preferred but not limited to the following examples: 曱 类 ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' Bamboo whitefly, African powder stupid, Pleurotus ostreatus, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis, Xyleboms spec, Tryptodendron spec., Apate monachus, Bostrychus capucins, brown winged scorpion, Sinoxylon spec., bamboo蠹 蠹; Membranes ', for example, steel moon bee, big tree bee, Urocerus gigas taignus &gt; Urocerus augur; termites, such as: wood termites, hemp pile sand termites, gray point nose termites, yellow chest loose termites, scattered Termites, European termites, Australian termites, z〇〇term〇psis nevadensis, and Taiwanese termites; aphids, such as Western squid. The industrial material in the present invention refers to a material which is not a living material, for example, a plastic, an adhesive, a glue, a paper and a card, a leather, a wood and a wood 201012812. If appropriate, the ready-to-use compositions may additionally contain other insecticides&apos; and, if appropriate, other one or more fungicides. For the other potential components in the mixture, reference may be made to the above-mentioned insecticides and fungicides. The compounds according to the invention can also be used to protect hulls, screens, nets, buildings, docks and signalling equipment that prevent growth on objects, especially in contact with sea water or salt water. The compounds according to the invention, by themselves or in combination with other active compounds, can also be used as anti-seaweed adhesion agents. The active compounds are also suitable for controlling animal pests in the field of residential, sanitary and storage products, especially insects, arachnids and mites found in confined spaces such as apartments, factories, offices, cabins, etc. 'It can be used alone or in combination with other active substances and adjuvants used in household insecticidal products for controlling these pests. It is active against sensitive and resistant species and all stages of development. These pests include: From the order of the pteridophyte, such as fluorescent mites. From eye-catching such as Persian concealment, pigeon tick, moss, chicken skin hedgehog, house-feeding sweet aphid, Ornithodorus moubat, blood red fanhead, Trombula alfreddugesi, Neutrombicula autumnalis, European home thorns, American home thorns Hey. From the arachnids such as Aviculariidae, ghost spiders. From the blind beaks such as Pseudoscorpiones cheiridium, Opiliones phalangium ° 201012812 from the order of the foot such as the worm, porcelli〇 scaber. From the suborders such as Blaniulus guttulatus, Polydesmus spp. ο from the lip-foot suborders such as Geophilus spp. From the appendix, such as Ctenolepisma spp., western piranha, and fire worm. From the order of the eye, such as Oriental 螨蠊, German 螨蠊, Florida Zhangye, Madhya 蠊, 角 蠊, Parcoblatta spp., Australian 蠊, American ❹ 蠊, brown 蠊, 烟 蠊, long Mustache. From the tail of the bullet, such as the family. From the genus Ganoderma, such as the European ball python. From the order of the isoptera, such as wood termites and termites. From the insects such as Lepinatus spp., the book style. From the genus Lepidoptera such as Anthrenus spp., black skin, stupid, long-headed stolen, cockroach, spider, Rhizopertha dominica, valley, rice, corn, medicinal material. ❹ From Diptera such as Aedes spp., Aedes albopictus, Aedes taeniorhynchus, Anopheles sinensis, Red-headed fly, Chrysozonapluvialis, Culex pipiens, Culex pipiens, Culex tarsalis, Drosophila, Yellow-bellied reins, reins , Phlebotomus spp., Sarcophaga carnaria, Simulium spp., ticks, European mosquitoes. From Lepidoptera such as small wax mites, large wax mites, Indian gluten, Tinea cloacella, nettle moth, and sacked moth. From the eyes of the eye, such as the dog's head, the cat's head, the man, the skin, and the oriental rat. 81 201012812 From Hymenoptera such as Penang black ant, black grass ant, common black ant, Lasius umbratus, kitchen ant, Paravespula spp., paving ant. From the wind, such as the head wind, people chaos, the wind. From the genus Heteroptera, such as tropical bed bugs, bed bugs, long red cones, and harassment. In the field of household insecticides, they are used alone or in combination with other suitable active compounds such as carboxylic acid esters, amino phthalates, synthetic pyrethroids, growth regulators or from other known species. Active compound of insecticide. Used in the form of aerosols, unpressurized sprays such as pumps and spray sprays, sprays, atomizers, foams, glues, evaporator products, and evaporator sheets made of oil cellulose or plastic. Agents, liquid evaporators, glue and membrane evaporators, propeller-operated evaporators, unpowered or passive evaporator systems, moth paper, moth sacs and moths, granules or powders, for spreading _ or secluded The form of the point is carried out. [Examples] Synthesis Example L 4-[3·Chloro-5-(trifluoromethyl)phenyl]_3_(mercaptothiol)pyrazole-5-amine (Compound Example 1-045 from Table 1) Acoustic 7 (Intermediate 6-034 from Table 6): 2.28 g (57 mmol) of sodium hydride (6 Torr. /0 in mineral oil) was first added to 10 mL of anhydrous toluene under argon. A mixture of 5 g (22 7 mmol) of 3-chloro-5-trifluoromethylbenzonitrile and 2.6 g (34.2 mmol) of carbon disulfide in 10 ml of DMF was slowly added dropwise at room temperature. Subsequently, 8.08 g (57 mmol) of hydrazine base was added dropwise with ice cooling. The mixture was stirred at room temperature for 12 hours and then heated at 201012812 120 °C for 2 hours. After cooling, water was carefully added, and the reaction mixture was repeatedly extracted with dichloromethane. The combined organic layers were dried over sulphuric acid, filtered and concentrated under reduced pressure. After chromatography on silica gel, 6.7 g (the theoretical value of 84.5% yield) of 2-[3-chloro-5-(trifluoromethyl)phenyl]-3,3-bis(methylsulfanyl)propane was obtained. —2_ Rare gambling. 1H-NMR (400 MHz, d^-DMSO), δ 7.87-7.86 (s+s, 2 Η), 7.79 (s, 1H), 2.65 (s, 3H), 2.38 (s, 3H). lgP (HCOOH) = 4.40 1.2 #杂2 (intermediate 5-034 from Table 5): 6.7 g (19.2 mmol) of 2-[3-chloro-5-(trifluoromethyl)phenyl]_3 , 3_bis(methylthioalkyl)prop-2-ene and 1.93 g (38.5 mmol) of hydrazine hydrate were heated in 50 ml of ethanol under reflux for 12 hours. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in water and extracted with dichloromethane. The combined organic layers were dried <RTI ID=0.0> Thus obtained 58 g (the theoretical value of 98 〇 / 〇) of the compound 4-[3- gas-5-(trifluoromethyl)phenyl]_3_(methylsulfanyl)-111&gt; The amine, which is no longer purified, can be reacted in the subsequent step 3. 1H-NMR (400 MHz, d6-DMSO), δ (NH and NH2 not detected) 7.72 (s, 1H), 7.70 (s, 1H), 7.54 (s, 1H), 2·38 (s, 3H) . lgP (HCOOH) = 2.77 U step original ^ (Compound Example 1-045 from Table 1) 5 g (16.25 mmol) of 4_[3_chloro-5-(trifluoromethyl)phenyl]_3_(methyl The sulfanyl HH-pyrazole-5-amine was dissolved in 10 ml of DMF, and 〇.65 g of sodium hydride (60% in mineral oil) was added. After the gas evolution ceased, 2 〇 9 g (17.9 mM) was added. 2-chloropyrimidine, and the reaction mixture was stirred at 10 (c) for 12 hours. After cooling to room temperature, the mixture was diluted with 30 ml of 1 N hydrochloric acid and water. Inhalation 201012812 The solution was filtered and washed with n-pentane. This gave 5.4 g (63.8% of theory) of 4-[3_[sup]-5-(trifluoromethyl)phenyl]sulfenylalkyl). )-1Η-η比峻-5_amine. iH-NMR (400 MHz, d6-DMSO), δ 8.88 (d, 2Η), 7.73 (s, 1H), 7.68 (s, 1H), 7.65 (s, 1H), 7.38 (t, 1H), 7.07 (% s, 2H, NH2), 2.53 (s, 3H) ° lgP(HCOOH)= 3.51 2. 4_[3-gas_5_(dioxyl) group ]·*3-(曱基亚积酿基)-1-( 〇密咬-2-yl)-1Η-σ than salivary-5-amine (Example 2-045 from Table 2): 2.3 g (4.4 Methyl 4-[3- gas-5-(trifluoromethyl)phenyl]-3-(indolylthio® alkyl)-1-(pyrimidin-2-yl)- 1Η-pyrazole-5-amine was dissolved in 1 mL of di-methane, and 0.99 g (4·4 mmol) of chloroformic acid (77% strength) was added at room temperature. Stir at room temperature for 12 hours and stir with saturated aqueous solution of sodium bicarbonate

mix. After separating the layers and back-extracting with dichloromethane, the combined organic layers were dried over EtOAc, filtered and evaporated. After chromatography on silica gel (solvent: two gas / decyl alcohol = 30:1), 0.92 g (48.4% of theory) of 4-[3-chloro-5-(trifluoromethyl)phenyl] _3_(Methylsulfinyl)-1-(pyrimidin-2-yl)-1Η-pyrazole-5-amine as a colorless solid. 1H-NMR (400 MHz, d6-DMSO), δ 8.94 (d, 2 Η), 7.89 (s, 2H), 7.72 (s, 1H), 7.52 (t, 1H), 7.12 (broad s, 2H, NH2) , 2.90 (s, 3H). lgP(HCOOH)= 2.21 3. 4-[3-milo-5_(dioxyl)-based]_3-(sulfenyl-branched)_i_(bine-2-yl)-lH-pyrazole-5 -Amine (Example 3-045 from Table 3): 0.36 g (0.88 mmol) 〇f 4_[3_chloro-5-(trifluoromethyl)phenyl]·3_(mercaptosulfanyl)-1 - (Snack bite - 2 · base) -1 Η pyrazole-5-amine dissolved in 5 ml of dichloromethane, 84 201012812 and added 0.39 g (1·75 mmol) of bound chlorine at room temperature Benzoic acid (77% strength). The reaction mixture was stirred at room temperature for 12 hours and then stirred with a saturated aqueous solution of sodium hydrogencarbonate. After the liquid layer was separated and extracted with dichloromethane, the combined organic layer was dried over magnesium sulfate, filtered and evaporated. After electrophoresis on a hair gel (solvent: turpentine/methanol-30:1), _.〇8 g (2 〇·7% of theoretical value) of 4_[3_chloro-5-(difluorofluorenyl) was obtained. a colorless solid of phenyl]_3_(mercaptosulfonyl) small (pyrimidine-2-yl)_1Η_pyrazole-5-amine.

1H-NMR (400 MHz, d6-DMSO), δ 8.96 (d, 2 Η), 7.79 (s, 1H), 7.77 (s, 1H), 7.74 (s, 1H), 7.55 (t, 1H), 7.09 ( Broad s, 2H, NH2) 3 27 (s 3H). ? lgP(HC00H)= 2.53 ♦p-chloro-5-(trifluoromethyl)phenyl]_3_(ethylsulfanyl M (injection bite·2_ Base)-1Η-pyrazole-5-S}-N,N-dimethylimidazolylamine (Example 4_〇〇4 from Table 4)

0.11 g (0.9 mmol; 0 J2 ml) of dimercaptocarhamamine dimethylacetaldehyde (DMF-DMA) was added to 03 g (〇75 mmol) in 5 ml of toluene. 3_Chloro_5_(trifluoromethyl)phenyl]_3_(ethylsulfanyl) is small (jet 1 base) _ 吼 吼 -5 -5 - amine - and the mixture is fresh under reflux for 12 *. Money ^ will be = steamed to remove 'obtained colorless solids - {413-chloro-5-(trimethylmethyl)phenyl]_3_(ethylthioalkyl)-l-(p-pyridine_2 • Base)-1Η·pyrazole-5-yldimethylmethaneamine carbenamide, yield 0. 31 g (91.4% of theory). Soil 1H-NMR (400 MHz. d6-DMS0). δ 8.86 (d. 2Η). 7.91 (m 2Η) (s. 1H)· 7.47 (t. 1H). 3.08 (q. 2H). 2.88 (s. 3H). 1.31 (t 3ίΙ) lgP (HCOOH) = 3.48 · .7.60 85 201012812 Table 1

R1 = R2 = H n = 0 or 1 x= g2 G1 Example number A1 A2 R3 B G1 G2 G3 Data: b-NMR characteristic signal (400 MHz, d6-DMSO), δ 1-001 N CH H ch3 2-C1 HH (CD3CN), 8.76 (d, 2H)5 7.24 (t5 1H) 1-002 N CH H CH2CH3 2-C1 HH 1-003 N CH H ch(ch3)2 2-C1 HH 1-004 N CH 5- F ch3 2-C1 HH 1-005 N CH H ch3 2*F 6-FH (CD3CN), 8.76 (d, 2H), 7.24 (t,1H) 1-006 N CH H ch2ch3 2-F 6-FH 1 -007 N CH H CH(CH3)2 2-F 6-FH 1-008 N CH 5-F ch3 2-F 6-FH 1-009 N CH H ch3 3-C1 HH 8.85 (d, 2H) 1- 010 N CH H ch2ch3 3-C1 HH 1-011 N CH H CH(CH3)2 3-Cl HH 1-012 N CH 5-F ch3 3-C1 HH 1-013 N CH H ch3 3-CFj HH 8.86 ( d, 2H), 7.38 86 201012812

Example No. A1 A2 R3 B G1 G2 G3 Data: W-NMR Characteristic Signal (400 MHz, d6-DMSO), δ 1-014 N CH H CH2CH3 3-CF3 HH 1-015 N CH H CH(CH3)2 3- CF3 HH 1-016 N CH 5-F ch3 3-CF3 HH 1-017 N CH H ch3 4-C1 HH 8.84 (d, 2H), 7.35 1-018 N CH H ch2ch3 4-C1 HH 1-019 N CH H ch(ch3)2 4-C1 HH 1-020 N CH 5-F ch3 4-C1 HH 1-021 N CH H ch3 4-Br HH 8.84 (d,2H) 1-022 N CH H ch2ch3 4-Br HH 1-023 N CH H ch(ch3)2 4-Br HH 1-024 N CH 5-F ch3 4-Br HH 1-025 N CH H ch3 4-1 HH 8.84 (d,2H),7.35 1- 026 N CH H ch2ch3 4-1 HH 1-027 N CH H ch(ch3)2 4-1 HH 1-028 N CH 5-F ch3 4-1 HH 1-029 N CH H ch3 3-Cl 4-C1 H (CD3CN), 8.76 (d, 2H), 7.24 (t, 1H) 1-030 N CH H ch2ch3 3-C1 4-Cl H 1-031 N CH H CH(CH3)2 3-Cl 4-C1 H 87 201012812 Example No. A1 A2 R3 B G1 G2 G3 Data: iH-NMR characteristic signal (400 MHz, d6-DMSO), δ 1-032 N CH 5-F ch3 3-C1 4-Cl H 8.91 (s, 2H) 1-033 N CH H ch3 3-CF3 4-C1 H 8.85 (d, 2H), 7.38 1-034 N CH H ch2ch3 3-CF3 4-Cl H 1-035 N CH H CH(CH3)2 3-CF3 4-Cl H 1-036 N CH 5-F ch3 3-CF3 4-Cl H (CD3CN), 8.68 (s? 2H) 1-037 N CH H ch3 3-C1 5-C1 H 8.86 (d, 2H) 1-038 N CH H CH2CH3 3 -C1 5-Cl H 8.86 (d,2H), 1.31 (t,3H) 1-039 N CH H ch(ch3)2 3-C1 5-C1 H 8.86 (d, 2H)? 1.33 (d,6H) 1-040 N CH 5-F ch3 3-C1 5-Cl H 1-041 N CH H ch3 3-CF3 5-FH (CD3CN), 8.76 (d, 2H), 7.23 (t, 1H) 1-042 N CH H ch2ch3 3-CF3 5-FH 1-043 N CH H ch(ch3)2 3-CFs 5-FH 1-044 N CH 5-F ch3 3-CF3 5-FH 1-045 N CH H ch3 3- CF3 5-Cl H 8.86 (d, 2H), 7.38 (t,lH) 1-046 N CH H CH2CH3 3-CF3 5-Cl H 8.86 (d, 2H), 7.39 (t,lH) 1-047 N CH H ch(ch3)2 3-CFs 5-Cl H 8.87 (d, 2H), 7.40 (t,lH) 1-048 N CH 5-F ch3 3-CF3 5-Cl H 8.92 (s, 2H) 88 201012812

Example No. A1 A2 R3 B G1 G2 G3 Data: 々-NMR characteristic signal (400 MHz, d6-DMSO), δ 1-049 N CH H ch2ch2ch3 3-CF3 5-C1 H 8.86 (d, 2H), 7.39 (t ,lH), 0.96 (t, 3H) 1-050 N CH H ch2ch2ch2c h3 3-CF3 5-C1 H 8.86 (d, 2H), 7.39 1-051 N CH H ch2cf3 3-CF3 5-C1 H 1-052 N CH H Phenyl 3-CF3 5-C1 H 1-053 N CH H CH2-phenyl 3-CF3 5-C1 H 8.89 (d, 2H), 4.32 (s, 2H) 1-054 N CH H CH2- 2-pyridyl 3-CF3 5-C1 H 1-055 N CH H ch2ch=ch2 3-CF3 5-C1 H 1-056 N CH H ch2cch 3-CF3 5-C1 H 1-057 N CH H ch2ch2och3 3- CF3 5-C1 H 8.86 (d, 2H), 7.39 (t, 1H), 3.61 (t, 2H) 1-058 N CH H ch2ch2cf3 3-CF3 5-C1 H 8.87 (d, 2H), 7.40 (t, 1H), 3.27 (dd, 2H) 1-059 N CH H ch2co2ch3 3-CF3 5-C1 H 1-060 N CH H ch3 3-CF3 5-CF3 H (CD3CN), 8.78 (d, 2H), 7.26 ( t, 1H) 1-061 N CH H ch2ch3 3-CF3 5-CF3 H 8.87 (d, 2H), 7.40 (t, 1H) 1-062 N CH H CH(CH3)2 3-CF3 5-CF3 H 8.88 (d, 2H), 7.41 (t, 1H), 1.32 (d, 6H) 1-063 N CH 5-F ch3 3-CF3 5-CF3 H 89 201012812 Example No. A1 A2 R3 B G1 G2 G3 Data: 々 -NMR characteristic signal (400 MHz, d6 -DMSO), δ 1-064 N CH H ch2ch2ch3 3-CF3 5-CF3 H 8.87 (d, 2H), 7.40 (UH) 1-065 N CH H ch2ch2ch2ch3 3-CF3 5-CF3 H 8.87 (d, 2H) , 7.40 (t, 1H) 1-066 N CH H ch2cf3 3-CF3 5-CF3 H 1-067 N CH H Phenyl 3-CF3 5-CF3 H 1-068 N CH H CH2-phenyl 3-CF3 5 -CFs H 1-069 N CH H CH2-2-°lt ^ group 3-CF3 5-CF3 H 1-070 N CH H CH2CH=CH2 3-CF3 5-CF3 H 1-071 N CH H ch2cch 3-CF3 5-CF3 H 1-072 N CH H ch2ch2och3 3-CF3 5-CF3 H 1-073 N CH H CH2CH2CF3 3-CF3 5-CF3 H 1-074 N CH H ch3 3-C1 4-C1 5-CF3 1- 075 N CH H CH2CH3 3-C1 4-C1 5-CF3 1-076 N CH H ch3 3-Cl 4-C1 5-C1 1-077 N CH H ch2ch3 3-C1 4-C1 5-C1 1-078 N CH H ch3 3-F 4-F 5-F 1-079 N CH H ch2ch3 3-F 4-F 5-F 1-080 N CH H ch3 3-Cl 4-OC h3 5-C1 1-081 N CH H ch2ch3 3-Cl 4-OC h3 5-Cl 90 201012812

Example No. A1 A2 R3 B G1 G2 G3 Data: 々-NMR characteristic signal (400 MHz, d6-DMSO), δ 1-082 N CH H ch3 3-C1 (4)-OC H20-(5) (CDClj) 8.76 (d, 2H), 7.14 (t, 1H), 6.08 (s, 2H) 1-083 N CH H ch2ch3 3-C1 (4)-OCH20-(5) 8.84 (d, 2H), 7.35 (t, 1H ), 6.13 (s, 2H) 1-084 N CH H ch3 3-C1 4-F 5-Cl 1-085 N CH H CH2CH3 3-C1 4-F 5-Cl 1-086 N CH H ch3 3-OCH3 5^CF3 H 1-087 N CH H ch2ch3 3-OCH3 5-CF3 H 1-088 C- R3 N 3-OC h3 ch2ch3 3-CF3 5-C1 H (CDCI3), 8.12 (d, 1H), 8.02 ( d, 1H), 1.40 (t,3H) 1-089 N CH H CH2-4-Cl-phenyl 3-CF3 5-Cl H 8.89 (d, 2H), 4.31 (s, 2H) 1-090 N CH H CH2-4-OCH3-phenyl 3-CF3 5-C1 H 8.89 (d, 2H), 7.41 (t, 1H), 4.27 (s, 2H) 1-091 N CH H CH2-CH=CC12 3-CF3 5-Cl H 8.88 (d, 2H), 7.41 (t,lH), 6.32(1, 1H) 1-092 N CH H CH(CH3)CH2C h3 3-CF3 5-Cl H 8.89 (d, 1H), 7.40 (t, 1 H), 3.52 (m, 1H) 1-093 N CH H ch2chf2 3-CF3 5-Cl H 8.88 (d, 2H), 7.41 (t, 1H), 6.46-6.16(tt,CHF2) 1-094 N CH H cf3 3-C1 5-Cl H 8.93 (d, 2H), 7.53 - 7.50 (m, 2H), 7.45 (s, 1H), 7.44 (s, 1H) 91 201012812 No. A1 A2 R3 B G1 G2 G3 Data: iH-NMR characteristic signal (400 MHz, d6-DMSO), δ 1-095 N CH H ch2ch3 3-C1 4-OC h3 5-OC h3 8.87 (d, 2H), 7.39 (t,lH), 3.87(s, 3H), 3.78 (s, 3H) 1-096 N CH H CH2CH2Si(CH3)3 3-CF3 5-Cl H 8.86 (d, 2H), 7.39 (1,1H ), 0.96 (dd, 2H) 1-097 N CH H CH(CH3)2 3-C1 (4)-OC] H20-(5) 8.84 (d, 2H), 7.36 (t, 1H), 6.13 (s , 2H) 1-098 N CH H ch3 3-C1 (4)-OCH2CH2-(5) 8.85 (d, 2H), 7.38 (t, 1H), 4.64 (t, 2H) 1-099 N CH H ch2ch3 3 -Cl (4)-OCH2CH2-(5) 8.83 (d, 2H), 7.35 (t, 1H), 4.64 (t, 2H) 1-100 N CH H CH(CH3)2 3-C1 (4)-OCH2CH2 -(5) 8.84, (d, 2H), 7.35 (t, 1H), 4.64 (t, 2H) Table 2

R1 = R2 = Η η = 0 or 1

Example No. A1 A2 R3 B G1 G2 G3 Data: 々-NMR characteristic signal (400 MHz, d6-DMSO), δ 92 201012812

Example No. A* A2 R3 B G1 G2 G3 Data: ^-NMR characteristic signal (400 MHz^d6-DMSO), δ 2-001 N CH H ch3 2-C1 HH 2-002 N CH H ch2ch3 2-C1 HH 2 -003 N CH H ch(ch3)2 2-C1 HH 2-004 N CH 5-F ch3 2-C1 HH 2-005 N CH H ch3 2-F 6-FH (CD3CN), 8.84 (d, 2H) , 7.37 (t, 1H) 2-006 N CH H CH2CH3 2-F 6-FH 2-007 N CH H CH(CH3)2 2-F 6-FH 2-008 N CH 5-F ch3 2-F 6 -FH 2-009 N CH H ch3 3-C1 HH 8.94 (d, 2H) 2-010 N CH H CH2CH3 3-C1 HH 2-011 N CH H CH(CH3)2 3-C1 HH 2-012 N CH 5-F ch3 3-C1 HH 2-013 N CH H ch3 3-CF3 HH 8.94 (d, 2H), 7.51 2-014 N CH H CH2CH3 3-CF3 HH 2-015 N CH H ch(ch3)2 3 -CFs HH 2-016 N CH 5-F ch3 3-CF3 HH 2-017 N CH H ch3 4-C1 HH 8.93 (d5 2H) 2-018 N CH H CH2CH3 4-Cl HH 2-019 N CH H CH (CH3)2 4-C1 HH 93 201012812 Example No. A1 A2 R3 B G1 G2 G3 Data: 々-NMR characteristic signal (400 MHz, d6-DMSO), δ 2-020 N CH 5-F ch3 4-C1 HH 2 -021 N CH H ch3 4-Br HH 8.93 (d, 2H) 2-022 N CH H ch2ch3 4-Br HH 2-023 N CH H ch(ch3)2 4-Br HH 2-024 N CH 5-FCh3 4-Br HH 2-025 N CH H ch3 4-1 HH 8.93 (d, 2H), 7.50 2-026 N CH H CH2CH3 4-1 HH 2-027 N CH H ch(ch3)2 4-1 HH 2-028 N CH 5-F ch3 4-1 HH 2-029 N CH H ch3 3-C1 4-Cl H (CD3CN), 8.84 (d5 2H), 7.50 (t, 1H) 2-030 N CH H CH2CH3 3-C1 4-C1 H 2-031 N CH H CH(CH3)2 3-Cl 4-Cl H 2-032 N CH 5-F ch3 3-C1 4-Cl H (DMF), 9.09 (s, 2H 2-033 N CH H ch3 3-CF3 4-Cl H (CD3CN), 8.83 (d, 2H), 7.36 (t, 1H) 2-034 N CH H CH2CH3 3-CF3 4-Cl H 2-035 N CH H ch(ch3)2 3-CF3 4-Cl H 2-036 N CH 5-F ch3 3-CF3 4-Cl H (CD3CN),8·77 (s, 2H) 2-037 N CH H ch3 3 -Cl 5-C1 H (CD3CN), 8.85 (d, 2H), 7.43 (t, 1H) 94 201012812

Example No. A1 A2 R3 B G1 G2 G3 Data: 'H-NMR characteristic signal (400 MHz, d6-DMSO), δ 2-038 N CH H CH2CH3 3-C1 5-C1 H 2-039 N CH H ch(ch3 ) 2 3-C1 5-C1 H 8.93 (d, 2H), 7.51 2-040 N CH 5-F ch3 3-C1 5-Cl H 9.05 (s, 2H) 2-041 N CH H ch3 3-CF3 5 -FH (CD3CN), 8.84 (d, 2H), 2·84 (s, 3H) 2-042 N CH H CH2CH3 3-CF3 5-FH 2-043 N CH H ch(ch3)2 3-CF3 5- FH 2-044 N CH 5-F ch3 3-CF3 5-FH 2-045 N CH H ch3 3-CF3 5-Cl H 8.94 (d,2H),7.52 2-046 N CH H ch2ch3 3-CF3 5- Cl H 8·94 (d,2H), 7.52 (t,1H), U5 (t,3H) 2-047 N CH H CH(CH3)2 3-CF3 5-CI H 8.93 (d, 2H), 7.51 2-048 N CH 5-F ch3 3-CF3 5-Cl H 9.00 (s, 2H) 2-049 N CH H ch2ch2ch3 3-CF3 5-Cl H 8.94 (d, 2H), 7.52 (t, 1H), 0.96 (t, 3H) 2-050 N CH H ch2ch2ch2ch3 3-CF3 5-Cl H 8.94 (d, 2H), 7.52 2-051 N CH H ch2cf3 3-CF3 5-Cl H 2-052 N CH H Phenyl 3-CF3 5-Cl H 2-053 N CH H ch2-phenyl 3-CF3 5-Cl H 8.95 (d, 2H), 7.66 (t, 1H), 4.46 (q, 2H) 2-054 N CH H CH2-2-pyridyl 3-CF3 5-Cl H 2-055 N CH H ch2ch=ch2 3-CF3 5-Cl H 95 2010128 12

Example No. A1 A2 R3 B G1 G2 G3 Data: 々-NMR characteristic signal (400 MHz, d6-DMSO), δ 2-056 N CH H ch2cch 3-CF3 5-C1 H 2-057 N CH H ch2ch2och3 3-CF3 5-C1 H 8·94 (d,2H), 7.52 (t,1H),3·24 (s,3H) 2-058 N CH H ch2ch2cf3 3-CF3 5-C1 H 8.95 (d, 2H), 7.53 2-059 N CH H ch2co2ch3 3-CF3 5-C1 H 2-060 N CH H ch3 3-CF3 5-CF3 H (CD3CN), 8.86 (d, 2H), 7.40 (t,1H) 2-061 N CH H ch2ch3 3-CF3 5-CF3 H 8.94 (d, 2H), 7.52 (t,lH), 1.15(t,3H) 2-062 N CH H ch(ch3)2 3-CF3 5-CF3 H 8.94 (d ,2H),7.52 2-063 N CH 5-F ch3 3-CF3 5-CF3 H 2-064 N CH H CH2CH2CH3 3-CF3 5-CF3 H 8.94 (d, 2H), 7.52 (t,1H),0.96 (t,3H) 2-065 N CH H ch2ch2ch2ch3 3-CF3 5-CF3 H 8.94 (d? 2H), 7.52 (t,1H) 2-066 N CH H CH2CF3 3-CF3 5-CF3 H 2-067 N CH H Phenyl 3-CF3 5-CF3 H 2-068 N CH H CHr Phenyl 3-CF3 5-CF3 H 2-069 N CH H CHr2-pyridyl 3-CF3 5-CF3 H 2-070 N CH H Ch2ch=ch2 3-CF3 5-CF3 H 2-071 N CH H ch2cch 3-CF3 5-CF3 H 2-072 N CH H ch2ch2och3 3-CF3 5-CF3 H 2-073 N CH H ch2ch2cf3 3-CF3 5- CF3 H

96 201012812

Example No. A1 A2 R3 B G1 G2 G3 Data:] H-NMR characteristic signal (400 Μ# d6-DMSO), δ 2-074 N CH H ch3 3-C1 4-C1 5-CFs 2-075 N CH H ch2ch3 3-C1 4-C1 5-CF3 2-076 N CH H ch3 3-C1 4-C1 5-Cl 2-077 N CH H ch2ch3 3-Cl 4-C1 5-Cl 2-078 N CH H ch3 3- F 4-F 5-F 2-079 N CH H ch2ch3 3-F 4-F 5-F 2-080 N CH H ch3 3-Cl 4-OCH3 5-Cl 2-081 N CH H CH2CH3 3-Cl 4 -OCH3 5-Cl 2-082 N CH H ch3 3-Cl (4)-0CH20-(5) 8.93 (d, 2H), 7.49 (t, 1H), 6.16 (s, 2H) 2-083 N CH H CH2CH3 3-Cl (4)-0CH20_(5) 8.92 (d, 2H), 7.49 (t, 1H), 6.15 (s, 2H) 2-084 N CH H ch3 3-Cl 4-F 5-Cl 2- 085 N CH H ch2ch3 3-Cl 4-F 5-Cl 2-086 N CH H ch3 3-OCH3 5-CF3 H 2-087 N CH H CH2CH3 3-0CH3 5-CF3 H 2-088 C-R3 N 3 -〇ch3 CH2CH3 3-CF3 5-Cl H 2-089 N CH H CH2-4-Cl-phenyl 3-CF3 5-CI H 8.96 (d, 2H), 7.66 (t, 1H), 4.48 (q, 2H) 2-090 N CH H 〇12-4-0〇13-phenyl 3-CF3 5-Cl H 8.95 (d, 2H), 7.53 (t, 1H), 4.44-4.32 (dd, 2H) 2- 091 N CH H CH2-CH=CC12 3-CF3 5-Cl H 97 201012812 Example No. A* A2 R3 B G1 G2 G3 Data··々-ΝΜ Characteristic signal (400 d6-DMSO), δ 2^092 N CH H CH(CH3)CH2CH3 3-CF3 5-C1 H 8.95 (2d, a mixture of non-palphaliomers, 2+2Η), 7.51 (21, a mixture of non-palphaliomers, 1+1 H) 2-093 N CH H ch2chf2 3-CF3 5-C1 H 8.97 (d, 2H), 7.56 (t, 1H), 6.63 - 6.34 (tt, CHF2) 2顾N CH H cf3 3-C1 5-Cl H lgP = 3.26 2-095 N CH H CH2CH3 3-C1 4-OCH3 5-OCH3 8.83 (d, 2H), 7.50 (t, 1H), 3.87 (s, 3H), 3.81 (s, 3H) 2-096 N CH H CH2CH2Si(CH3)3 3-CF3 5-Cl H 9.02 (d, 2H), 7.60 (t, 1H) 2-097 N CH H CH(CH3) 2 3-C1 (4)-0CH20-(5) 8.93 (d, 2H), 7.49 (t, 1H), 6.15 (s, 2H) 2*098 N CH H ch3 3-C1 (4)-OCH2CH2-( 5) 8.92 (d, 2H), 7.49 (t, 1H), 4,67 (t, 2H) 2-099 N CH H CH2CH3 3-C1 (4)-OCH2CH2-(5) 8.92 (d, 2H), 7.49 (t, 1H), 4.66 (t, 2H) 2-100 N CH H CH(CH3)2 3-C1 (4)-OCH2CH2-(5)

table 3

η = 0 or 1

98 201012812

Example No. A1 A2 R3 B G1 G2 G3 Data: ^-NMR Characteristic Signal (400 MHz, d6-DMSO), δ 3-001 N CH H ch3 2-C1 HH (CD3CN), 8.86 (d, 2H) 3-002 N CH H ch2ch3 2-C1 HH 3-003 N CH H CH(CH3)2 2-C1 HH 3-004 N CH 5-F ch3 2-C1 HH 3-005 N CH H ch3 2-F 6-FH ( CD3CN), 8.86 (d, 2H) 3-006 N CH H ch2ch3 2-F 6-FH 3-007 N CH H ch(ch3)2 2-F 6-FH 3-008 N CH 5-F ch3 2- F 6-FH 3-009 N CH H ch3 3-C1 HH 8.96 (d, 2H) 3-010 N CH H ch2ch3 3-C1 HH 3-011 N CH H CH(CH3)2 3-C1 HH 3-012 N CH 5-F ch3 3-Cl HH 3-013 N CH H ch3 3-CFs HH 8.96 (d, 2H), 7.54 3-014 N CH H CH2CH3 3-CF3 HH 3-015 N CH H ch(ch3) 2 3-CFs HH 3-016 N CH 5-F ch3 3-CF3 HH 3-017 N CH H ch3 4-C1 HH 8.94 (d, 2H), 7.53 3-018 N CH H ch2ch3 4-C1 HH 99 201012812 Example No. A1 A2 R3 B G1 G2 G3 Data: 々-NMR characteristic signal (400 MHz, d6-DMSO), δ 3-019 N CH H ch(ch3)2 4-C1 HH 3-020 N CH 5-F ch3 4-C1 HH 3-021 N CH H ch3 4-Br HH 8.94 (d, 2H), 3.22 (s, 3H) 3-022 N CH H CH2CH3 4-Br HH 3-023 N CH H CH(CH3)24-Br HH 3-024 N CH 5-F ch3 4-Br HH 3-025 N CH H ch3 4-1 HH 8.94 (d, 2H), 7.53 (t, 1H) 3-026 N CH H ch2ch3 4- 1 HH 3-027 N CH H CH(CH3)2 4-1 HH 3-028 N CH 5-F ch3 4-1 HH 3-029 N CH H ch3 3-C1 4-C1 H (CD3CN), 8.86 ( d, 2H), 3.13(s,3H) 3-030 N CH H ch2ch3 3-Cl 4-Cl H 3-031 N CH H CH(CH3)2 3-C1 4-C1 H 3-032 N CH 5- F ch3 3-Cl 4-Cl H (CD3CN), 8.78 (s? 2H) 3-033 N CH H ch3 3-CF3 4-Cl H (CD3CN), 8.85 (d, 2H), 7.40 (t, 1H) 3-034 N CH H ch2ch3 3-CFs 4-Cl H 3-035 N CH H ch(ch3)2 3-CF3 4-Cl H 3-036 N CH 5-F ch3 3-CF3 4-Cl H (CD3CN ), 8.76 (s, 2H) 100 201012812

Example No. A1 A2 R3 B G1 G2 G3 Data: W-NMR Characteristic Signal (400 MHz, d6-DMSO), δ 3-037 N CH H ch3 3-C1 5-C1 H (CD3CN), 8.86 (d, 2H) , 7.42 (t, 1H) 3-038 N CH H ch2ch3 3-C1 5-C1 H 3-039 N CH H ch(ch3)2 3-C1 5-C1 H 8.85 (d, 2H), 1.25 (d, 6H) 3-040 N CH 5-F ch3 3-C1 5-C1 H (CD3CN), 8.78 (s, 2H) 3-041 N CH H ch3 3-CF3 5-FH (CD3CN), 8.86 (d, 2H 3-042 N CH H CH2CH3 3-CF3 5-FH 3-043 N CH H ch(ch3)2 3-CF3 5-FH 3-044 N CH 5-F ch3 3-CF3 5-FH 3-045 N CH H ch3 3-CF3 5-C1 H 8.96 (d, 2H), 7.55 (t,lH) 3-046 N CH H ch2ch3 3-CF3 5-Cl H 8.96 (d, 2H), 7.55 (t, 1H) , 1.24 (t, 3H) 3-047 N CH H ch(ch3)2 3-CF3 5-C1 H 8.96 (d, 2H), 7.55 3-048 N CH 5-F ch3 3-CF3 5-Cl H 9.02 (s, 2H) 3-049 N CH H ch2ch2ch3 3-CF3 5-Cl H 8.96 (d, 2H), 7.55 (t, 1H), 0.96 (t, 3H) 3-050 N CH H ch2ch2ch2ch3 3-CF3 5 -Cl H 8.95 (d, 2H), 7.54 0,1H) 3-051 N CH H ch2cf3 3-CF3 5-Cl H 3-052 N CH H Phenyl 3-CF3 5-Cl H 101 201012812

Example No. A1 A2 R3 B G1 G2 G3 Data: 'H-NMR characteristic signal (400 MHz, d6-DMSO), δ 3-053 N CH H CHrphenyl 3-CF3 5-C1 H 8.98 (d, 2H), 4.67 (s, 2H) 3-054 N CH H CH2-2-pyridyl 3-CF3 5-C1 H 3-055 N CH H ch2ch=ch2 3-CF3 5-C1 H 3-056 N CH H ch2cch 3- CF3 5-Cl H 3-057 N CH H ch2ch2och3 3-CF3 5-C] H 8.96 (d, 2H), 7.55 (t,lH), 3.75-3.61 (2xdd, 4H) 3-058 N CH H CH2CH2CF3 3 -CF3 5-G1 H 8.96 (d,2H),7·56 (t,1H), 2·65 — 2.61 (dd, 2H) 3-059 N CH H CH2C02CH3 3-CF3 5-Cl H 3-060 N CH H ch3 3-CF3 5-CF3 H (CD3CN), 8.87 (d, 2H), 7.43 (t, 1H) 3-061 N CH H ch2ch3 3-CF3 5-CF3 H 8.96 (d, 2H)5 7.56 ( 1,1^1.24 (t5 3H) 3-062 N CH H ch(ch3)2 3-CF3 5-CF3 H 8.96 (d, 2H), 7.56 (t, 1H), 1.24 (d, 2H) 3-063 N CH 5-F ch3 3-CF3 5-CF3 H 3-064 N CH H ch2ch2ch3 3-CF3 5-CF3 H 8.96 (d, 2H), 7.56 (t, 1H), 0.96 (t, 3H) 3-065 N CH H ch2ch2ch2ch3 3-CF3 5-CF3 H 8.96 (d, 2H), 7.55 3-066 N CH H CH2CF3 3-CF3 5-CF3 H 3-067 N CH H Phenyl 3-CF3 5-CF3 H 102 201012812

Example No. A1 A2 R3 B G1 G2 G3 Data: ] H-NMR Characteristic Signal (400 MHz, d6-DMSO), δ 3-068 N CH H CH2-Phenyl 3-CF3 5-CF3 H 3-069 N CH H CHr2-pyridyl 3-CF3 5-CF3 H 3-070 N CH H ch2ch=ch2 3-CF3 5-CF3 H 3-071 N CH H ch2cch 3-CF3 5-CF3 H 3-072 N CH H ch2ch2och3 3- CF3 5-CF3 H 3-073 N CH H CH2CH2CF3 3-CF3 5-CF3 H 3-074 N CH H ch2co2ch3 3-CF3 5-C1 H 3-075 N CH H ch3 3-C1 4-CI 5-CF3 3 -076 N CH H CH2CH3 3-C1 4-Cl 5-CF3 3-077 N CH H ch3 3-C1 4-CI 5-Cl 3-078 N CH H CH2CH3 3-C1 4-Cl 5-C1 3-079 N CH H ch3 3-F 4-F 5-F 3-080 N CH H CH2CH3 3-F 4-F 5-F 3-081 N CH H ch3 3-Cl 4-OCH3 5-Cl 3-082 N CH H CH2CH3 3-C1 4-OCH3 5-Cl 3-083 N CH H ch3 3-Cl (4)-0CH20-(5) 8.94 (d, 2H), 7.53 (t, 1H), 6.16 (s, 2H) 3-084 N CH H CH2CH3 3-CI (4)-0CH20-(5) 8,94 (d, 2H), 7.53 (t, 1H), 6.16 (s, 2H) 3-085 N CH H ch3 3- Cl 4-F 5-Cl 103 201012812 Example No. A1 A2 R3 B G1 G2 G3 Data: 々-ΝΜΚ Characteristic signal (400 MHz, d6-DMSO), δ 3-086 N CH H CH2CH3 3-C1 4-F 5- Cl 3-087 N CH H ch3 3-OCH 3 5-CF3 H 3-088 N CH H ch2ch3 3-OCH3 5-CF3 H 3-089 C-RJ N 3-〇ch3 CH2CH3 3-CF3 5-Cl H 3-090 N CH H CH2-4-Cl- Phenyl 3-CFa 5-C1 H 8.98 (d, 2H), 4.71 (s, 2H) 3-091 N CH H CH2-4-OCH3-phenyl 3-CF3 5-Cl H 8.98 (d, 2H), 7.57 (t, 1H), 4.59 (s, 2H) 3-092 N CH H CHrCH=CCl2 3-CF3 5-Cl H 3-093 N CH H CH(CH3)CH2CH3 3-CFs 5-Cl H 8.95 (d , 2H), 7.55 (t,lH) 3-094 N CH H CH2CHF2 3-CFs 5-Cl H 8.97 (d, 2H)? 7.58 (t, 1H), 6.59-6.30 (tt? CHF2) 3-095 N CH H CH2CH3 3-C1 4-OCH3 5-0CH3 8.95 (d3 2H), 7.53 (t,lH),3_86(s, 3H),3.82(s,3H) 3-096 N CH H CH2CH2Si(CH3)3 3 -CF3 5-Cl H 8.97 (d, 2H), 7.57 (t, 1H), 0.89 -0.85 (dd, 2H) 3-097 N CH H ch(ch3)2 3-C1 (4)-0CH20-(5 8.94 (d, 2H), 7.53 (t, 1H), 6.16 (s, 2H) 3-098 N CH H ch3 3-C1 (4)-OCH2CH2-(5) 8.94 (d, 2H), 7.52 (t , 1H), 4.67 (t, 2H) 3-099 N CH H ch2ch3 3-Cl (4)-OCH2CH2-(5) 8.95 (d, 2H), 7.52 (t, 1H), 4,67 (t, 2H 104 201012812 Example No. A1 A2 R3 B G1 G2 G3 Data: 々-ΝΜΚ Characteristic signal (400 MHz, d6-DMSO), δ 3-100 N CH H CH(CH3)2 3-C1 (4)-OCH2CH2-(5) Table 4

\ B (I-J) R4 = R5 = CH3 X =

η = 0 or 1

Example No. A1 A2 R3 YB G1 G2 G3 Data: IH-NMR characteristic signal (400 MHz, d6-DMSO), δ 4-001 N CH H s ch3 3-C1 5-C1 H 4-002 N CH H -s( o)_ch3 3-C1 5-Cl H 4-003 N CH HS〇2 ch3 3-C1 5-C1 H 4-004 N CH H s CH2CH3 3-C1 5-Cl H 4-005 N CH H -s (o)_ch2ch3 3-C1 5-Cl H 4-006 N CH HS〇2 ch2ch3 3-C1 5-Cl H 4-007 N CH H s ch3 3-C1 5-CF3 H 4-008 N CH H - s(o)_ ch3 3-C1 5-CF3 H 4-009 N CH HS〇2 ch3 3-C1 5-CF3 H 105 201012812

Example No. A1 A2 R3 Υ B G1 G2 G3 Data: ^-NMR characteristic signal (400 d6-DMSO), δ 4-010 N CH Η S ch2ch3 3-C1 5-CF3 H 8.86 (d, 2H), 7.47 (t , 1H) 4-011 N CH Η -S(O)- ch2ch3 3-C1 5-CF3 H 8.94 (d, 2H), 7.59 (t, 1H) 4-012 N CH Η S02 ch2ch3 3-C1 5-CF3 H 8.99 (d, 2H), 7.67 (t, 1H) 4-013 N CH Η S ch3 3-CF3 5-CF3 H 4-014 N CH Η -S(O)- ch3 3-CF3 5-CF3 H 4 -015 N CH Η S02 ch3 3-CF3 5-CF3 H 4-016 N CH Η S ch2ch3 3-CF3 5-CF3 H 4-017 N CH Η -S(O)- CH2CH3 3-CF3 5-CF3 H 4 -018 N CH Η S〇2 ch2ch3 3-CF3 5-CF3 H

Table 5 - Intermediates

Example No. B G1 G2 G3 Data: 1H-NMR characteristic signal (400 MHz, d6-DMSO), δ 5-001 ch3 2-C1 HH (CD3CN), 7.51-7.48 (m, 1H) 5-002 ch2ch3 2-C1 HH 106 201012812

Example No. B G1 G2 G3 Data: 1H-NMR characteristic signal (400 MHz, d6-DMSO), δ 5-003 ch(ch3)2 2-C1 HH 5-004 ch3 2-F 6-FH (CD3CN), 2.32 (s, 3H) 5-005 CH2CH3 2-F 6-FH 5-006 ch(ch3)2 2-F 6-FH 5-007 ch3 3-CI HH 2.35 (s, 3H) 5-008 ch2ch3 3-C1 HH 5-009 ch(ch3)2 3-CI HH 5-010 ch3 3-CF3 HH 2.36 (s,3H) 5-011 CH2CH3 3-CF3 HH 5-012 ch(ch3)2 3-CF3 HH 5-013 Ch3 4-Cl HH 2.33 (s, 3H) 5-014 CH2CH3 4-C1 HH 5-015 ch(ch3)2 4-Cl HH 5-016 ch3 4-Br HH 2.34 (s,3H) 5-017 CH2CH3 4 -Br HH 5-018 CH(CH3)2 4-Br HH 5-019 ch3 4-1 HH 2.33 (s, 3H) 5-020 CH2CH3 4-1 HH 5-021 CH(CH3)2 4-1 HH 5 -022 ch3 3-CI 4-Cl H (CD3CN), 7.63 (s, 1H), 7.51 (d, 1H), 7.39 (d, 1H) 107 201012812 Example No. B G1 G2 G3 Data: IH-NMR characteristic signal ( 400 MHz, d6-DMSO), δ 5-023 ch2ch3 3-C1 4-C1 H 5-024 CH(CH3)2 3-C1 4-C1 H 5-025 ch3 3-CF3 4-C1 H (CD3CN), 7.87 (s, 1H), 7.66 (d, 1H), 7.6 l(d, 1H) 5-026 CH2CH3 3-CF3 4-C1 H 5-027 ch(ch3)2 3-CF3 4-C1 H 5-028 Ch3 3-C1 5-C1 H (CD3CN), 7. 42 (s, 2H), 7.30 (s, 1H), 2.39 (s, 3H) 5-029 CH2CH3 3-C1 5-C1 H 7.41 (Wide signal, 2H), 7.31 (Wide signal, 1H) 5-030 CH (CH3)2 3-C1 5-Cl H 7.46 (Wide signal, 2H), 7.45 (Wide signal, 1H) 5-031 ch3 3-F 5-CF3 H 5-032 CH2CH3 3-F 5-CF3 H 5- 033 ch(ch3)2 3-F 5-CF3 H 5-034 ch3 3-CI 5-CF3 H (CD3CN)5 2.32 (s, 3H) 5-035 CH2CH3 3-C1 5-CF3 H 2.84 (Wide signal, 2H), 1.18 (Wide signal, 3H) 5-036 ch(ch3)2 J-Cl 5-CF3 H 7.78 (Wide signal, 2H), 7.56 (Wide signal, 1H) 5-037 ch2ch2ch3 3-CI 5-CF3 H 7.74 (Wide signal, 2H), 7.55 (Wide signal, 1H) 5-038 ch2ch2ch2ch3 3-CI 5-CF3 H 7.74 (Wide signal, 2H), 7.55 (Wide signal, 1H) 5-039 ch2cf3 3-CI 5 -CF3 H 7.61 (Wide signal, 1H), 7.65 (Wide signal, 1H), 7_58 (Wide signal, 1H) 108 201012812

Example No. B G1 G2 G3 Data: W-NMR characteristic signal (400 MHz, d6-DMSO), δ 5-040 phenyl 3-C1 5-CF3 H 5-041 CHr phenyl 3-C1 5-CF3 H 4.05 ( Wide signal, 2H) 5-042 CH2-2-pyridyl 3-C1 5-CF3 H 5-043 ch2ch=ch2 3-C1 5-CF3 H 5-044 ch2cch 3-C1 5-CF3 H 5-045 ch2ch2och3 3 -C1 5-CF3 H 7.73 (Wide signal, 2H), 7_55 (Wide signal, 1H) 5-046 ch2ch2cf3 3-Cl 5-CF3 H 7.69 (s5 1H), 7.66 (s51H), 7.56 (s, 1H) 5 -047 ch2co2ch3 3-C1 5-CF3 H 5-048 ch3 3-CF3 5-CF3 H (CD3CN), 2.37 (s, 3H) 5-049 ch2ch3 3-CF3 5-CF3 H 2.84 (Wide Signal, 2H), 1.16 (Wide signal, 3H) 5-050 CH(CH3)2 3-CF3 5-CF3 H 8.10 (width 8,211), 7.79 (width 3, 1H) 5-051 ch2ch2ch3 3-CF3 5-CF3 H 8.03 (width 3,211 ), 7.79 (width 5, 1H) 5-052 CH2CH2CH2CH3 3-CF3 5-CF3 H 8.06 (width 3,211), 7.79 (width 3, 1H) 5-053 ch2cf3 3-CF3 5-CF3 H 5-054 Phenyl 3 -CFb 5-CF3 H 5-055 CH2-phenyl 3-CFs 5-CF3 H 5-056 CH2-2-pyridyl 3-CFs 5-CF3 H 5-057 ch2ch=ch2 3-CF3 5-CF3 H 109 201012812 Example No. B G1 G2 G3 Data: 1H-NMR characteristic signal (400 MHz, d6-DMSO), δ 5-058 ch2cc h 3-CF3 5-CF3 H 5-059 ch2ch2och3 3-CF3 5-CF3 H 5-060 ch2ch2cf3 3-CF3 5-CF3 H 5-061 CH2C02CH3 3-CF3 5-CF3 H 5-062 ch3 3-C1 4- Cl 5-CF3 5-063 ch2ch3 3-C1 4-C1 5-CF3 5-064 ch3 3-C1 4-Cl 5-C1 5-065 CH2CH3 3-Cl 4-Cl 5-Cl 5-066 ch3 3-F 4-F 5-F 5-067 CH2CH3 3-F 4-F 5-F 5-068 ch3 3-Cl 4-OCH3 5-Cl 5-069 CH2CH3 3-Cl 4-OCH3 5-Cl 5-070 ch3 3 -Cl (4)-0CH20-(5) 6.89 (Wide Signal, 211), 6.12 (3, 2H) 5-071 CH2CH3 3-Cl (4)-0CH20-(5) 6·90 (Wide Signal, 2H) ,6.10 (s, 2H) 5-072 ch3 3-Cl 4-F 5-Cl 5-073 CH2CH3 3-Cl 4-F 5-Cl 5-074 ch3 3-OCH3 5-CF3 H 5-075 ch2ch3 3- OCH3 5-CF3 H 5-076 CHr4-Cl-phenyl 3-Cl 5-CF3 H 4.03 (Wide signal, 2H) 110 201012812 Example No. B G1 G2 G3 Data: b-NMR characteristic signal (400 MHz, d6-DMSO) ), δ 5-077 CH2-4-OCHr Phenyl 3-C1 5-cf3 H 4.03 (Wide signal, 2H) 5-078 CH2C=CC12 3-C1 5-CF3 H lgP = 3.73 5-079 cf3 3-C1 5-CF3 H 12.42 (s, NH), 7.40 (width s, 1H), 7_39 (width s, 2H) 5-080 CH(CH3)CH2CH3 3-C1 5-CF3 H 7.77 (Wide signal, 2H), 7.56 (Wide signal, 1 Η) 5 -081 ch2chf2 3-Cl 5-CF3 H 6.14 (width t, CHF2) 5-082 ch2ch3 3-C1 4-OCH3 5-OCH3 3.85 (s, 3H), 3.77 (s, 3H) 5-083 CH2CH2Si(CH3) 3 3-CF3 5-Cl H 7.80 (Wide Signal, 2H), 7.62 (Wide Signal, 1H) 5-084 CH(CH3)2 3-Cl (4)-0CH20-(5) 6.92 (Wide Signal, 2玢) ,6.10(5, 2H) 5-085 ch3 3-Cl (4)-OCH2CH2-(5) 7.18(s,lH),7.12(s,1H), 4.61 (t5 2H) 5-086 ch2ch3 3-Cl ( 4) -OCH2CH2-(5) 7.19 (width 3,111), 7.14 (width 8, 1H), 4.62 (t, 2H) 5-087 ch(ch3)2 3-Cl (4)-OCH2CH2-(5) 7.20 (width s, 1H), 7.16 (width s, 1H), 4.62 (t, 2H) Table 6 - Intermediate CN / G3 VS 'B X: -β (iv) S, B G1 Example number B G1 G2 G3 Data: W-NMR characteristic signal (400 MHz, d6-DMSO), δ 111 201012812

Example No. B G1 G2 G3 Data: ^H-NMR characteristic signal (400 MHz, d6-DMSO), δ 6-001 ch3 2-C1 HH 6-002 CH2CH3 2-C1 HH 6-003 ch(ch3)2 2- C1 HH 6-004 ch3 2-F 6-FH (CD3CN), 2.63 (s, 3H), 2.36 (s3 3H) 6-005 CH2CH3 2-F 6-FH 6-006 ch(ch3)2 2-F 6 -FH 6-007 ch3 3-Cl HH 2.62 (s, 3H), 2.34 (s, 3H) 6-008 CH2CH3 3-C1 HH 6-009 ch(ch3)2 3-Cl HH 6-010 ch3 3-CF3 HH 2.64 (s, 3H), 2.35 (s, 3H) 6-011 CH2CH3 3-CF3 HH 6-012 ch(ch3)2 3-CF3 HH 6-013 ch3 4-C1 HH 2.61 (s, 3H), 2.34 (s, 3H) 6-014 ch2ch3 4-Cl HH 6-015 ch(ch3)2 4-C1 HH 6-016 ch3 4-Br HH 7.65 (d, 2H), 7.43 (d, 2H) 6-017 ch2ch3 4-Br HH 6-018 ch(ch3)2 4-Br HH 6-019 ch3 4-1 HH 7.83 (d, 2H), 7.28 (d, 2H) 6-020 ch2ch3 4-1 HH 112 201012812 Example No. B G1 G2 G3 data: 1H-NMR characteristic signal (400 MHz, d6-DMSO), δ 6-021 CH(CH3)2 4-1 HH 6-022 ch3 3-C1 4-C1 H (CD3CN), 2.60 (s ,3H), 2.33 (s,3H) 6-023 ch2ch3 3-C1 4-Cl H 6-024 ch(ch3)2 3-C1 4-C1 H 6-025 ch3 3-CF3 4-CI H (CD3CN) , 2.62 (s, 3H) 2.33 (s,3H) 6-026 CH2CH3 3-CF3 4-CI H 6-027 ch(ch3)2 3-CF3 4-Cl H 6-028 ch3 3-C1 5-C1 H (CD3CN), 2.61 (s ,3H), 2.34 (s,3H) 6-029 CH2CH3 3-CI 5-C1 H 6-030 CH(CH3)2 3-C1 5-C1 H 6-031 ch3 3-F 5-CF3 H 6-032 CH2CH3 3-F 5-CF3 H 6-033 ch(ch3)2 3-F 5-CF3 H 6-034 ch3 3-Cl 5-CF3 H (CD3CN), 7.93 (s,1H), 7.75-7.72 (s +s5 2H) 6-035 ch2ch3 3-CI 5-CF3 H 7.96 (s,1H), 7.91 (s,1H), 7·83 (s,1H) 6-036 ch(ch3)2 3-Cl 5- CF3 H 7.88 (s,1H), 7.85 (s,1H), 7.78 (s, 1H) 6-037 ch2ch2ch3 3-Cl 5-CF3 H 7.87 (s,1H),7.86 (s,1H), 7.79 (s 1H) 6-038 ch2ch2ch2ch3 3-Cl 5-CF3 H 7.87 (s, 1H), 7.86 (s, 1H), 7.78 (s, 1H) 113 201012812

Example No. B G1 G2 G3 Data: b-NMR characteristic signal (400 MHz, d6-DMSO), 5 6-039 ch2cf3 3-C1 5-CF3 H 6-040 ch2-phenyl 3-C1 5-CF3 H 4.41 ( s,2H), 4.14 (s, 2H) 6-041 CH2-2-pyridyl 3-C1 5-CF3 H 6-042 ch2ch=ch2 3-C1 5-CF3 H 6-044 ch2cch 3-CI 5-CF3 H 6-045 ch2ch2och3 3-C1 5-CF3 H 7.94 (s, 2H), 7.88 (s, 1 H) 6-046 CH2CH2CF3 3-CI 5-CF3 H 7.93 (s5 1H), 7.89 (s5 1H)? 7_86 (s,1H) 6-047 CH2C02CH3 3-CI 5-CF3 H 6-048 ch3 3-CF3 5-CF3 H (CD3CN), 8.04 (s,2H), 7.98 (s,1H) 6-049 CH2CH3 3- CF3 5-CF3 H 8.16 (s,2H),8.1 l(s,lH) 6-050 ch(ch3)2 3-CF3 5-CF3 H 8.16 (s, 2H), 8.11 (s, 1H) 6-051 CH2CH2CH3 3-CF3 5-CF3 H 8.16(s,2H),8.10(s,1H) 6-052 ch2ch2ch2ch3 3-CFs 5-CF3 H 8.15(s,2H),8.11(s,lH) 6-053 CH2CF3 3 -CF3 5-CF3 H 6-055 CH2-phenyl 3-CF3 5-CF3 H 6-056 CH2-2-pyridyl 3-CF3 5-CF3 H 6-057 ch2ch=ch2 3-CF3 5-CF3 H 6 -058 ch2cch 3-CF3 5-CF3 H 6-059 CH2CH20CH3 3-CF3 5-CF3 H 114 201012812

Example No. B G1 G2 G3 Data·· 'H-NMR characteristic signal (400 MHz, d6-DMSO), δ 6-060 ch2ch2cf3 3-CF3 5-CF3 H 6-061 ch2co2ch3 3-CF3 5-CF3 H 6-062 Ch3 3-C1 4-C1 5-CF3 6-063 ch2ch3 3-C1 4-C1 5-CF3 6-064 ch3 3-CI 4-C1 5-Cl 6-065 ch2ch3 3-C1 4-CI 5-C1 6 -066 ch3 3-F 4-F 5-F 6-067 CH2CH3 3-F 4-F 5-F 6-068 ch3 3-CI 4-OCHs 5-Cl 6-069 ch2ch3 3-CI 4-OCH3 5- Cl 6-070 ch3 3-CI (4)-0CH20-(5) 6.99 (s, 2H), 6.18 (s, 2H) 6-071 ch2ch3 3-CI (4)-0CH20-(5) 6.99 (s, 2H), 6.18 (s, 2H) 6-072 ch3 3-CI 4-F 5-Cl 6-073 CH2CH3 3-CI 4-F 5-Cl 6-074 ch3 3-OCH3 5-CF3 H 6-075 CH2CH3 3-OCH3 5-CF3 H 6-076 CH2-4-Cl-phenyl 3-CI 5-CF3 H 4.40 (s, 2H), 4.16 (s, 2H) 6-077 CH2-CH=C12 3-CI 5 -CF3 H 6.39 (t, 1H), 6.19 (t, 1H) 6-078 CH(CH3)CH2CH3 3-CI 5-CF3 H 7.88 (s, 1H), 7.85 (s, 1H), 7.76 (s, 1H 6-079 ch2ch2cf3 3-Cl 5-CF3 H 7.93 (s, 1H), 7.89 (s, 1H), 115 201012812 Example No. B G1 G2 G3 Data: ^H-NMR characteristic signal (400 MHz, d6-DMSO) , δ (=6-046) 7.86 (s, 1H) 6-080 CHr4-OCHr Phenyl 3-C1 5 -CF3 H 4.41 (s, 2H), 4.13(s, 2H) 6-081 ch2chf2 3-C1 5-CF3 H 6.46-6.02 (2xtt,CHF2) 6-082 ch2ch3 3-C1 4-OCH3 5-OCH3 3.84 ( s,3H), 3.81 (s,3H) 6-083 CH2CH2Si(CH3)3 3-CF3 5-C1 H 7.93 (s, 2H), 7.86 (s, 1H) 6-084 ch(ch3)2 3-C1 (4)---------- ), 4.68 (t, 2H) 6-086 CH2CH3 3-C1 (4)-OCH2CH2-(5) 7.27 (s5 1H), 7.25 (s, 1H), 4.68 (t, 2H) 6-087 ch(ch3) 2 3-Cl (4)-OCH2CHr(5) 7.25 (s, 1H)S 7.23 (s, 1H)? 4.68 (t,1H)

Table 7 - Intermediates

Example No. B G1 G2 G3 Data: b-NMR characteristic signal (400 MHz, d6-DMSO), δ 7-001 ch2cf3 3-CF3 5-Cl H Mix of fly-to-palm isomers: mainly 4.10 - 4.02 (q, 2Η) + Minor 3.98-3.90 (q, 2H) 7-002 CH2CH3 3-CF3 5-CF3 H Table 8 116 201012812

R1 = R2 = Η η = 0 or 1

Example No. A1 A2 R3 Β G1 G2 G3 Data: W-NMR characteristic signal (400 ΜΗζ&gt; d6-DMSO), δ 8-001 N CH Η ch3 3-C1 5-CI H (CD3CN), 8.88 (d, 2H) , 7.44 (t, 1H) Table 9 - Intermediates

Example No. G1 G2 G3 Data: 々-NMR characteristic signal (400 MHz, d6-DMSO), δ 9-001 3-Cl 5-Cl H 9-002 3-C1 4-CF3 H 9-003 3-CF3 4- C1 H 9-004 3-Cl 4-Cl H 9-005 3-Cl 5-CF3 H 9-006 3-cf3 5-CF3 H 117 201012812 Example No. G1 G2 G3 Data: 1H-NMR characteristic signal (400 MHz, D6-DMSO), δ 9-007 3-C1 (4)-OCH20-(5) 9-008 3-C1 (4)-OCH2CH2-(5)

118 201012812 Biological number 搂 Example No. 1 Trichophyton test solvent: 78.0 Amount of acetone A 5 Amount of dimethylformamide Emulsifier: 0.5 part by weight of alkyl aryl polyol ether for the preparation of active compounds For a suitable formulation, one part by weight of the active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with the emulsifier-containing water to the desired concentration. The active compound preparation of the desired concentration of the cabbage leaf of Chinese cabbage (7)^3^57·^ was dried and then implanted into the cochleariae larvae. After 7 days, the % activity was determined. Here, 100% means killing all of the locust larvae; 〇% means that no locust larvae are killed. In this test, for example, the compounds of the following preparation examples showed an activity of 280% at a usage rate of 500 g/ha: Example No.: 1-009, 1-013, 1-017, 1-021, 1-025 , 1-029, 1-033, 1-036, 1-037, 1-038, divination 39, 1-041, 1-045, 1-046, 1-047, 1-048, 1-049, 1 -050, dip 53, 1-057, 1-058, 1-060, 1_061, 1-062, 1-064, 1-065, 1-082, 1-083, 1-089, 1-091, 1 - 092, 1-093, 1-094, 1-095, 097, 1-098, 1-099, 1-100, 2-013, 2-017, 2-021, 2-025, 2-029, 2-033, 2-037, 2-039, 2-040, 2-041, 2-045, 2-046, 2-047, 2-048, 2-049, 2-050, 2-053, 2- 058, 2-060, 2-061, 2-062, 2-064, 2-065, 2-082, 119 201012812 2- 083, 2-089, 2-092, 2-094, 2-096, 2- 097, 2-099, 3-009, 3-013, 3-017, 3-02, 3-025, 3-029, 3-033, 3-036, 3-037, 3-039, 3-040, 3-045, 3-046, 3-048, 3-049, 3-050, 3-053, 3-057, 3-058, 3-060, 3-061, 3-062, 3-064, 3- 065, 3-083, 3-084, 3-089, 3-091, 3-093, 3·〇95, 3-099, 4-010, 4-012, 7-001 No. 2 Autumn army insect test (spray treatment) Solvent: 78.0 parts by weight acetone 1.5 parts by weight dimethylformamide emulsifier: 〇·5 parts by weight of alkyl aryl polyol ether suitable for the manufacture of active compounds For the formulation, 1 part by weight of the active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with the emulsifier-containing water to the desired concentration.

The leaves of the maize (Zea's noisy?) are sprayed with the active compound preparation of the desired concentration, and then dried, and then implanted into the caterpillar of the autumn army insect. The % activity was measured after 7 days. Here, 100% means that all caterpillars are killed; 0% means that no caterpillars are killed. In this test, for example, the compounds of the following preparation examples showed an activity of 280% at a usage rate of 500 g/ha: Example No.: 1-038, 1-039, 1-045, 1-046, 1-049 1-050, 1-058 ' 1-061 &gt; 1-062 &gt; 1-064 ' 1-065 ' 1-082 ' 1-083 &gt; 1-091 -1-092, 1-094, 1- 095, 1-097, 1-099, 1-100, 2-025, 2-032, 120 201012812 2-033, 2-036, 2-039, 2-045, 2-046, 2-049, 2- 050, 2-058, 2-060, 2-06 Bu 2-062, 2-064, 2-065, 2-083, 2-092, 2-093, 2-094, 2-097, 2-099, 3-025, 3-029, 3-033, 3_036, 3-037, 3-039, 3-041, 3-045, 3-046, 3-048, 3-049, 3_050, 3-058, 3- 060, 3-061, 3-062, 3-064, 3-065, 3-083, 3-095, 3-099, 4-012 In this test, for example, the compound of the following preparation example is at 100 g/ha The activity shows 2 80% activity: Example No.: 1-047, 1_049, 2-047, 3-057 Example No. 3

Tetranychus test, OP-resistant (TETRUR treatment) Solvent: 78.0 parts by weight acetone 1.5 parts by weight dimethylformamide emulsifier: 0.5 parts by weight of alkyl aryl polyol ethers Suitable formulations for the preparation of active compounds 1 part by weight of the active compound is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with the emulsifier-containing water to the desired concentration. The active compound preparation of the desired concentration is sprayed on the leaf disc of the white kidney bean vw/gaA) of the greenhouse cotton red wrought wrNcae). After 6 days, the % activity was determined. Here, 100% means killing all of the insects; 0% means that no spider mites are killed. In this test, for example, the compound of the following preparation example showed &gt; 80% activity at a usage rate of 500 g/ha: 121 201012812 Example number: 1-053, 1-082, 1-083, 1-093, 1-097, 2-039, 2-046, 2-053, 2-094, 2-097, 2-099, 3-029, 3-033, 3-037, 3-046, 3-093, 6- 010, 6-045 Instance number 4

Myzus test (MYZUPE spray treatment) Solvent: 78.0 parts by weight acetone 1.5 parts by weight dimethylformamide emulsifier: 〇·5 parts by weight of alkyl aryl polyol ether For the preparation of suitable formulations of active compounds, The active compound of 1 part by weight is mixed with the indicated amount of solvent and emulsifier, and the concentrate is diluted with the emulsifier-containing water to the desired concentration. The active compound preparation at the desired concentration of the leaves of the Chinese cabbage in the whole development stage of the infection. After 6 days, the % activity was determined. Here, 100% means killing all peach aphids; 0% means that no peach aphids are killed. In this test, for example, the compounds of the following preparation examples showed an activity of 280% at a usage rate of 500 g/ha: Example No.: 1-046, 1_06, 1-082, 2-013, 2-041, 2 -045, 2-046, 2-058, 2-083, 2-094, 2-097, 3-033, 3-045, 3-046 Example No. 5 Nodule nematode test (MELGIN spray treatment) Solvent: 80 weight Component Acetone For the preparation of a suitable formulation of the active compound, 1 part by weight of the active 122 201012812 and the diluted product are diluted with water to the desired concentration of the compound mixed with the indicated amount of solvent. The container is filled with sand, a solution of the active compound, a cucumber root nodule egg/larva suspension and lettuce seeds. Lettuce seeds germinate and plants develop. A tumor is formed at the root. ° % of the nematicidal effect was determined via tumor formation after 14 days. here,

❹ 10 〇 % means no tumor was found; 〇 % means that the number of tumors in the treated plants is equivalent to untreated plants. In this test, for example, the compound of the following preparation example showed an activity of 2 80% at a usage rate of 2 〇 ppm: Example No. 3-029, 3-033 Example No. 6 Microburd test (BOOPMI injection) Solvent: two In order to produce a suitable formulation of the active compound, one part by weight of the active compound is mixed with the indicated amount of solvent and the concentrate is diluted with water to the desired concentration. A solution of the active compound is injected into the abdomen (micro burdock), the animal is transferred to a tray and stored in a temperature controlled chamber. Activity was assessed via fertile eggs. The % activity was measured after 7 days. Here, 100% means an egg that has no fertility under the monument. In this test, for example, the compound of the following preparation example showed 280% activity at a usage rate of 20 μg/animal. Example number: 1-021, 1-025, 1-029, dip 33, 1- 046, 1_〇61, 123 201012812 1-062, 1-064, 1-065, 2-025, 2-029, 2-062, 3-025, 3-046, 3-061, 3-062, 3 -065, 4-010, 4-012 Example No. 7 Meerkat; mouth side (CTECFE) Solvent: 1 part by weight of disulfoxide, in order to prepare a suitable formulation of the active compound, 2 parts by weight of the active compound are shown The amount of solvent is mixed. A portion of the concentrate is diluted with lemon acidified bovine blood and the desired concentration is prepared. 0 Place 20 unfed adult ticks (cat mites) into the cavity sealed at the top and bottom with gauze. A metal cylinder with a paraffin seal at the bottom is placed on the cavity. The cylinder contains a blood/active compound formulation that can be taken up by the sputum via the parafilm. After 2 days, the % killed was determined. Here, 100% means that all cockroaches are killed; 0% means that no cockroaches are killed. In this test, for example, the compound of the following preparation example showed 280% activity at a usage rate of 100 ppm: 〇Example No.: 1-046, 1-06 Bu 1-062, 1-064, 1-065, 2-045, 2-046, 2-060, 2-06 Bu 2-062, 2-064, 2-065, 3-04 Bu 3-045, 3-046, 3-060, 3-061, 3- 062, 3-065, 4-010, 4-012 Example No. 8 Red Copper Fly Test (LUCICU) Solvent: Dimethoate To prepare a suitable formulation of the active compound, 1 part by weight of active compound and the indicated amount The solvent is mixed and the concentrate is diluted with water to the desired concentration of 124 201012812. The larvae of the green fly fly are implanted in a container containing horse meat treated with the active compound preparation of the desired concentration. After 2 days, the % killed was determined. Here, 100% means killing all larvae; 0% means that no larvae are killed. In this test, for example, the compounds of the following preparation examples showed an activity of 280% at a usage rate of 100 ppm: Example No.: 1-02b 1-025, 1-029, 1-033, 1-037, 1 -041, 1-045, 1-046, 1-060, 1-06 Bu 1-062, 1-064, 1-065, 2-013, 2-017, 2-02 Bu 2-025, 2-029 , 2-033, 2-045, 2-046, 2-060, 2- 06- 2-062, 2-064, 2-065, 3-017, 3-025, 3-029, 3-036, 3 - 041, 3-045, 3-046, 3-060, 3-06, 3-062, 3-065, 4-010, 4-012 Example No. 9 Housefly test (MUSCDO) Solvent: Dijon Aachen For the preparation of the active compound, 1 part by weight of the active compound is added to the indicated amount of the solvent, and the concentrate is diluted with water to the desired concentration. Adult housefly is implanted in a container containing a sponge treated with the active compound preparation of the desired concentration. After 2 days, the % killed was determined. Here, 100% means killing all house flies; 0% means that no house flies are killed. In this test, for example, the compounds of the following preparation examples showed an activity of 2 80% at a usage rate of 1 〇〇 ppm 125 201012812: Example No.: 1-025, 1-029, 1-046, 1-062, 2 -025, 2-046, 2-060, 2-06 Bu 2-062, 2-065, 3-04 Bu 3-045, 3-046, 3-061, 3- 062 .% In this test, for example The compounds of the following preparation examples showed 280% activity at 20 ppm usage: Example No.: 2-029

126 201012812 [Simple diagram description] ¥ [Main component symbol description]

127

Claims (1)

201012812 VII. Scope of application for patents: 1. A sulphur-professional 1-a well σ ratio of the general formula (1) Wherein Α1 and Α2 in each case independently represent nitrogen or C_R3; ❹B represents alkyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, dentyl, alkoxyalkyl, cyanoalkyl , alkylthioalkyl, alkylsulfinylalkyl, alkyl sulfhydryl, amine alkyl, monoalkylaminoalkyl, bisalkylaminoalkyl, alkylcarbonylalkyl , alkoxycarbonylalkyl, monoalkylaminocarbonylalkyl, diaminoalkylcarbonylalkyl, alkenyl and alkynyl, each optionally selected from the group consisting of a dentate group, an alkyl group, a dentate alkyl group, an alkane group The same or different groups of an oxy group, a trialkylalkylene group, a nitro group and a cyano group are mono- or polysubstituted; a phenylalkyl group which is optionally substituted in the aromatic moiety from a halogen group, an alkyl group, a homo- or poly-substituted substituent of the same or different substituents of a haloalkyl group, an alkoxy group, a nitro group and a cyano group; a heterocyclic group having a heterocyclic group optionally arbitrarily selected from -〇H/= 〇, -SH/=S, -NH2, halo, alkyl, dentate, alkoxy, thiol, thiol sulfhydryl, decyl group, single-base amine, two The same as the sulfhydryl group, the stone succinyl group and the cyano group The same substituent is mono- or polysubstituted, heteroaryl daunyl, which may optionally be selected from -OH, -SH, -NH2, halo, alkyl, haloalkyl, alkane in the heteroaromatic moiety Oxyl, sulfanyl, alkylsulfinyl, alkylsulfonyl, monoalkylamine, 128 201012812 dialkylamino, nitro and cyano identical or different substituents single- or more Substituted; phenyl' which may optionally be selected from the group consisting of -OH, -SH, -NH2, halo, sulphonyl, decyl, alkoxy, thiol, sulfhydryl, alkylsulfonyl a mono- or poly-substituted substituent of the same or different substituents of a monoalkylamino group, a dialkylamino group, a nitro group and a cyano group; a heteroaryl group optionally optionally selected from the group consisting of -OH, -SH, - NH2, halo, alkyl, haloalkyl, alkoxy, sulfanyl, alkylsulfinyl, alkylsulfonyl, monoalkylamine, dialkylamine, nitro and cyano The same or different substituents are mono- or polysubstituted; or heterocyclic groups, which are optionally selected from -〇H/=〇, -SH/=S, -NH2, halo, alkyl, haloalkyl , methoxy, thiol, alkylsulfinyl, alkylsulfonyl, single The same or different substituents of the amino group, the dialkylamino group, the nitro group and the cyano group are mono- or polysubstituted; R1 and R2 each independently represent a hydrogen, an alkyl group, a tooth alkyl group, a cyanoalkyl group, Ethyloxyalkyl, hydrylcarbonyl, dentylcarbonyl, cycloalkyl, cycloalkylalkyl, alkylsulfonyl, alkenyl, alkynyl, alkoxycarbonyl, alkenyloxycarbonyl, alkynyloxy a carbonyl group, an alkoxycarbonylalkyl group; a phenylalkyl group optionally substituted at the aromatic moiety by the same or different substituents selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, schlossyl and cyano Mono- or polysubstituted; heterocyclylalkyl' which may optionally be the same or different in the heterocyclic moiety from a dentate group, an alkyl group, a haloalkyl group, an alkoxy group, a deradyl group, and a cyano group. a substituent mono- or polysubstituted; a heteroarylalkyl group which may optionally be the same or different from a halo group, an alkyl group, an alkyl group, an alkoxy group, a nitro group and a cyano group in the heteroaromatic moiety. a substituent mono- or polysubstituted; or a phenylcarbonyl group optionally substituted in the aromatic moiety with a cyanyl group, an alkyl group, an alkyl group, an alkoxy group, a nitrate 129 201012812 group and a cyanogen group The same or different substituents are mono- or polysubstituted; or R1 and R2 together represent =CH-NR4R5; R3 represents halo, alkyl, i-alkyl, alkoxy, sulfanyl, alkyl sulfin Stuffed base, base based on calcined base, halogenated *oxy group, halogenated base sulfur-burning group, iS-based sulphur-based base, sinter-based thiol group, alkyl group, sulfhydryl group, -CR6=NO -R6, methoxyl group, hydroxy group, -SH, nitro group, cyano group, NH2, monoalkylamino group or dialkylamino group; ❹ R4 and R5 each independently represent an alkyl group or together represent a bridge An alkylene group; R6 represents hydrogen or represents a fluorenyl group; X represents a phenyl group, a 2-pyridyl group or a 3-pyridyl group, and in each case, one or more selected from the group consisting of an i group, an alkyl group, a haloalkyl group, Alkoxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, alkenyloxy, alkynyloxy, cycloalkylalkoxy, alkoxy, alkoxyalkyl, alkyl Sulfoalkyl, dentylalkylsulfanyl, alkylsulfinyl, alkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, cyano, alkylcarbonyl, alkoxycarbonyl , alkoxy fluorenylcarbonylalkyl, carboxyl, decylamine a base, a dialkyl decylamino group, a trialkyl fluorenyl group, a decyl group, an amine group, an alkylamino group, a dialkylamino group, a decylamino group, a dialkyl sulfonylamino group, -cr6=no-r6, -cr6=no-dentyl and fluorenyl, the same or different substituents mono- or polysubstituted; wherein adjacent alkyl, haloalkyl, alkoxy and/or halo The alkoxy group and the carbon atom to which it is attached may form a five- or six-membered ring system containing 0 to 2 oxygen atoms and the leuco portion thereof may be optionally substituted by one or more fluorine 130 201012812 atoms γ represents -S. -S(0). .彳CN , -s〇2-, or one of the following groups 彳CN R6 N S. N II n represents 0 to 3; ❹, if chemically feasible - including its ν-oxidation 2. According to the rm isomer and optical isomers. The characteristics are ^:, S4; the sulfur-derived 1-cultivated pyrazoles of the first term, wherein the two ==:1 represents nitrogen and A2 represents one. Characteristic 3 ϋ 4 The sulphur-derived ruthenium-cultivated pyrazoles of the enthalpy of the enthalpy, wherein or if ^ represents J, wherein if more than one R3 group is present, the R3 groups may be the same or different. 4if applies for the sulphur-derived bluff-based class of the first item of the patent range, the ς4 temple is intended to be in the general formula (1) while the A1 represents CHA2 represents nitrogen. 5. According to the scope of the patent application, the sulphur-derived m-based sputum saliva is characterized by the general formula, the B-base represents the county, the cyclospor, the cycloalkyl, and Base, caloxyindolyl, cyanuryl, sulfhydryl, alkylsulfinylalkyl, alkylsulfonylalkyl, aminoalkyl, alkylcarbonylalkyl, alkoxycarbonyl An alkyl group, an alkenyl group, and an alkynyl group, each of which may optionally be selected from the same or different substituents including a group, an alkyl group, a t-alkyl group, an alkoxy group, a trialkylalkyl group, a nitro group, and a cyano group. Mono- or polysubstituted; phenylalkyl, which may optionally be substituted at the aryl moiety by the same or different substituents selected from the group consisting of a dentate group, an alkyl group, a 131 201012812 halogen group, an alkoxy group, a geminyl group, and a cyano group. a mono- or polysubstituted; heterocyclylalkyl group optionally substituted at a heterocyclic ring comprising -0H/=0, -SH/=S, -NH2, haloalkyl, haloalkyl, alkane The same or different substituents of the oxy group, the alkylthio group, the alkyl group, the alkyl group, the monoalkyl group, the dialkylamino group, the nitro group and the cyano group are _ or more Substituted; heteroarylalkyl, which The heteroaryl moiety can be optionally selected from the group consisting of -OH, -SH, -NH2, halo, alkyl, haloalkyl, alkoxy, alkylsulfanyl, alkylsulfinyl, alkyl The same or different substituents of the sulfonyl group, the monoalkylamino group, the dialkylamino group, the nitro group and the cyano group are mono- or polysubstituted; the phenyl group can be optionally selected from the group consisting of 〇H , -SH, -NH2, halo, alkyl, ialkyl, alkoxy, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, monoalkylamine, dialkylamine The same or different substituents of the group, the nitro group and the cyano group are mono- or polysubstituted; a heteroaryl group optionally selected from the group consisting of -OH, -SH, -bottle 2, halo, alkyl, halo The same or different substituents of alkyl, alkoxy, alkylthioalkyl, alkyl sulfhydryl, alkyl fluorenyl, mono-, amine, dialkyl, nitro and cyano groups Mono- or polysubstituted ' or heterocyclyl' which may optionally be selected from the group consisting of 〇H/=〇, 〇-SH/=S, -NH2, halo, alkyl, haloalkyl, alkoxy, Alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, monoalkylamine, two Are identical or different amine group, a nitro group and a cyano-substituted mono- - or polysubstituted. 6. The sulphur-derived pramine-based pyrazole according to any one of claims 1 to 5, wherein in the formula (1), the substituent represents a substituted group, and the substituent used is a halogen. Base, alkyl, dentate, alkoxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, alkenyloxy, alkynyloxy, ring 132 201012812 alkyl alkoxy, # alkoxy Alkyl, alkoxyalkyl, alkylsulfanyl, decylsulfanyl, sulfhydryl, decyl, fluorenyl, haloalkylsulfonyl, Cyano group, alkylcarbonyl group, alkoxycarbonyl group, alkoxycarbonylalkyl group, carboxyl group, decylamino group, dialkyl decylamino group, trialkyl decyl group, nitro group, amine group, alkyl amine group, two Alkylamino group, alkylsulfonylamino group, monoalkyl fluorenylamino group, -CR6=NO-R6, -CR6=NO-halo-burning or formazanyl group Halogen, alkoxy and/or south^ The oxy group and the carbon atom to which it is attached may together form a five- or six-membered ring system which contains G to 2 oxygen atoms and which may optionally have one or more fluorines in the filament portion. • Sulfur-derived 1-anosome 8° = 't characteristic according to any one of the scope of the patent application is in the general formula (1), the substituents... and ^ represent: : = = Γ patent scope number 1 To a method, characterized in that it is converted into a compound of the formula (1) via at least one of the following reaction steps (a) to (h). Alkali + Cu 9, gametes Wherein R1 and R2 represent the meaning of any one of items 1 to 7 of hydrogen iR3, x, Y; wherein Y~s(o)-(transformation of formula (8) is used to prepare formula (IB) (IB) The compound), via: 3, 11 and according to the patent application 133 201012812 1 oxidation equivalent Wherein 1^, 112, 113, 乂,; 6 and 11 have the meaning according to any one of claims 1 to 7 of the patent application; (c) conversion for the preparation of a compound of the formula (Ι-C) wherein Y=- S(0)2-(a compound of the formula (Ι-C)), via the following reaction: 2 oxidizing equivalents wherein R1, R2, R3, X, B and η have the meaning according to any one of claims 1 to 7; (d) conversion for the preparation of a compound of the formula (I) wherein Y=-S (0)(=N-CN)-: (I-E) hydrolysis base, R6_LG(X) Wherein A1, A2, B, X, R3, R6 and η have the meaning according to any one of claims 1 to 7 of the patent application; (4) conversion is used to prepare a compound of the formula (1) wherein Y=-S(=N-CN )-(a compound of the formula (Ι-D)) or -S(0)(=N-CN)-(a compound of the formula (Ι-E))·· 134 201012812 (Ι-Ε) where the person ^^^^ heart has the meaning according to any of the scope of patent application ^ to 7; (1) converted into the general formula (IG; R1 is not hydrogen) and (I_H; Ri and R2 are not hydrogen) Compound: LG-release base Ο Wherein A1, A2, B, X, R3, R6 and η have the meaning according to any one of items 1 to 7 of the patent application; (g) a compound converted into the formula (IJ) wherein R1 and R2 are simultaneously = CN ( R4)(R5): 135 201012812 (l-D) R1 = R2 = H 眺 HNRfpan) for R4 = R5 = CH3 DMF shrinkage, solvent x (I-B) R1 = R2 = Η (I-E) Ri = R2 = H A=A2 N- !Sr2 = h wherein ^, 八2, 6, 乂, 113, 116 and 11 have the meaning according to any one of the claims 1 to 7; (h) using palladium catalyst and converting with boric acid or borate The compound of the formula (XX) is a compound of the formula (Ι-A): NH, Hal V &gt; -A\ Β (XX) X shed X flat touch (XXI) Ρά鸺 配 配 碱 9. A compound of the formula (IV) Where X stands for 136 201012812 Wherein G1, G2 and G3 are each independently selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, alkenyloxy, alkynyloxy Base, cycloalkyl alkoxy, dentate oxy, halooxyalkyl, alkylsulfanyl, haloalkylsulfanyl, alkylsulfinyl, haloalkylsulfinyl, pyrene Base fluorenyl, halogenated fluorenyl, cyano, alkyl carbonyl, decyloxycarbonyl, alkoxycarbonylalkyl, carboxyl, decylamino, dialkylguanidino, trialkyldecyl , nitro, amine, alkylamino, dialkylamino, alkylsulfonylamino, dialkylsulfonylamino, -CR6=NO-R6, -CR6=NO-haloalkyl Or a fluorenyl group, wherein an adjacent alkyl, haloalkyl, alkoxy, and/or atostanoxy group and a carbon atom to which it is attached may form a five- or six-membered ring system containing 0 to 2 An oxygen atom and an alkyl moiety thereof may be optionally substituted with one or more fluorine atoms; and B has a definition according to any one of claims 1 to 7. ❹ 10. A compound of the formula (IV) according to claim 9 of the patent application, wherein one B group corresponds to a thiol group (iv_a) and the other b groups have the definitions according to items 1 to 5 of the patent application. 11. A compound of the formula (V) 137 201012812 Where x represents Wherein G1, G2 and G3 are each independently selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxy alkoxy, cycloalkyl, diloxy, alkyne Alkyl, cycloalkylalkoxy, haloalkoxy, haloalkoxyalkyl, decylthioalkyl, decylsulfanyl, alkylsulfinyl, ortho-succinyl, A thiol group, a dentate group, a cyano group, a cyano group, a carbonyl group, an alkoxy group, an alkoxy group, a thiol group, a stilbene group, a dialkyl group, an amine group, a trisole Alkylalkyl, nitro, amine, alkylamino, dialkylamino, alkylsulfonylamino, dialkylsulfonylamino, _CR6=NO-R6, -CR6=NO_ Haloalkyl or fluorenyl, wherein adjacent alkyl, haloalkyl, alkoxy and/or alkoxy groups and the carbon atom to which they are attached may form a five- or six-membered ring system containing 0 Up to 2 oxygen atoms and an alkyl moiety thereof may be optionally substituted with one or more fluorine atoms; and B has a definition according to any one of claims 1 to 7. 12. A compound of the formula (XXIII) Where X stands for 138 201012812 Wherein G1, G2 and G3 are each independently selected from the group consisting of halo, alkyl, haloalkyl, alkoxy, alkoxyalkyl, alkoxyalkoxy, cycloalkyl, alkenyloxy, alkynyloxy Base, cycloalkylalkoxy, haloalkoxy, haloalkoxyalkyl, alkylthio group, dentate thiol group, sulphur group, calcined base Further thiol group, aryl group, cyano group, alkyl group, alkoxycarbonyl group, alkoxycarbonylalkyl group, carboxyl group, decylamino group, dialkyl decylamino group, trialkyl base Base, nitro, amine, alkylamino, amphoteric amine, alkylsulfonylamino, dialkylsulfonylamino, _cr6=n〇-r6, -CR6=NO-halane a thiol or fluorenyl group in which an adjacent alkyl group, haloalkyl group, alkoxy group, and/or atostanoxy group and a carbon atom to which it is attached may form a five- or six-membered ring system containing 0 to 2 One oxygen atom and its alkyl moiety may be optionally substituted with one or more fluorine atoms. 13. A composition which contains at least one compound of the formula (I) according to any one of the applications of the above-mentioned items. 14 people, one root shot, Lifan (4), 1 to 7, and the general formula (1). The composition of the 13th patent scope is used to control animal pests. 15. The species used to control the animal's premium range 1st to The composition of the 7th item of the 13th item is made up. The method of insects, characterized in that the compound or the patent application formula of the general formula (1) according to the application is applied to animal pests and/or their dwellings and/or species 16. for preparing the composition according to the thirteenth item of the patent application scope The method of 139 201012812, which is characterized in that a compound of the formula (I) according to any one of claims 1 to 7 of the patent application is mixed with an extender and/or a surfactant. 201012812 IV. Designation of Representative Representatives (1) The representative representative of the case is: (No). (2) A brief description of the component symbols of this representative figure: None 5. If there is a chemical formula in this case, please reveal the chemical formula that best shows the characteristics of the invention: ❿ (I) 3