JPS63203663A - Pyridine derivative, its production and insecticide - Google Patents
Pyridine derivative, its production and insecticideInfo
- Publication number
- JPS63203663A JPS63203663A JP3531487A JP3531487A JPS63203663A JP S63203663 A JPS63203663 A JP S63203663A JP 3531487 A JP3531487 A JP 3531487A JP 3531487 A JP3531487 A JP 3531487A JP S63203663 A JPS63203663 A JP S63203663A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- alkyl group
- tables
- formulas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000002917 insecticide Substances 0.000 title claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 title description 3
- 150000003222 pyridines Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 22
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 14
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 4
- 239000000126 substance Substances 0.000 claims description 11
- 239000004480 active ingredient Substances 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract description 9
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 6
- 239000002904 solvent Substances 0.000 abstract description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract description 3
- -1 pyridyl halide Chemical class 0.000 abstract description 3
- 241000238631 Hexapoda Species 0.000 abstract description 2
- 238000009835 boiling Methods 0.000 abstract description 2
- 230000003054 hormonal effect Effects 0.000 abstract description 2
- 229930014550 juvenile hormone Natural products 0.000 abstract description 2
- 239000002949 juvenile hormone Substances 0.000 abstract description 2
- 150000003633 juvenile hormone derivatives Chemical class 0.000 abstract description 2
- 238000002360 preparation method Methods 0.000 abstract description 2
- 159000000000 sodium salts Chemical class 0.000 abstract description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 2
- 241000254173 Coleoptera Species 0.000 abstract 1
- 241000255925 Diptera Species 0.000 abstract 1
- 241000255777 Lepidoptera Species 0.000 abstract 1
- 230000001276 controlling effect Effects 0.000 abstract 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 230000005764 inhibitory process Effects 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 230000032669 eclosion Effects 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 235000013312 flour Nutrition 0.000 description 2
- 230000009969 flowable effect Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- OKDGRDCXVWSXDC-UHFFFAOYSA-N 2-chloropyridine Chemical compound ClC1=CC=CC=N1 OKDGRDCXVWSXDC-UHFFFAOYSA-N 0.000 description 1
- 241000256054 Culex <genus> Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 229910052586 apatite Inorganic materials 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 230000029052 metamorphosis Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- VSIIXMUUUJUKCM-UHFFFAOYSA-D pentacalcium;fluoride;triphosphate Chemical compound [F-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O VSIIXMUUUJUKCM-UHFFFAOYSA-D 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 230000000384 rearing effect Effects 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は優れたジベニルホルモン活性を有する新規なピ
リジン誘導体その製造方法及び該化合物類を有効成分と
して含有する殺虫剤に関するものである。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a novel pyridine derivative having excellent dibenyl hormone activity, a method for producing the same, and an insecticide containing the compound as an active ingredient.
農業害虫及び衛生害虫の防除にあたり、多数の有機合成
薬剤が使用されているが残留毒性や環境汚染又抵抗性害
虫の発生等種々の問題を抱えている。そのため近年は生
物の生産物質に着目した農薬開発が進められている。A large number of organic synthetic chemicals are used to control agricultural and sanitary pests, but they have various problems such as residual toxicity, environmental pollution, and the emergence of resistant pests. Therefore, in recent years, pesticide development has been progressing with a focus on substances produced by living organisms.
・ 本発明の目的は昆虫に特有の変態現象に係る幼若ホ
ルモン（ジベニルホルモン）に着目し、優れた効力を示
し、しかも工業的に有利に製造できる化合物を見い出す
ことである。- The purpose of the present invention is to focus on juvenile hormone (dibenyl hormone) that is involved in the metamorphosis phenomenon unique to insects, and to find a compound that exhibits excellent efficacy and can be produced industrially advantageously.
本発明は一般式
〔式中、Ｒはアルキル基を、
「「「
「 「 ｒ
ｒ ４ 、 ｒ ％ 、 ｒ ＆はそれぞれ水素原子又
は低級アルキル基を、ｎは０又は１を示す、）で表わさ
れる基を、
原子で置換されていてもよい低級アルキル基を、ｍは０
又は１を示す、）で表わされるピリジル基を示す。〕で
表わされる化合物、その製造方法及び該化合物類を有効
成分として含有ずするとを特徴とする殺虫剤である。The present invention is based on the general formula [wherein R represents an alkyl group, r r 4 , r % , r & each represents a hydrogen atom or a lower alkyl group, and n represents 0 or 1]. a lower alkyl group which may be substituted with an atom, m is 0
or 1) represents a pyridyl group. ] This is an insecticide characterized by a compound represented by the following, a method for producing the same, and an insecticide containing the compound as an active ingredient.
わめて高い防除効力を示す。Shows extremely high pesticidal efficacy.
本発明化合物は下記反応式に従って製造することができ
る。The compound of the present invention can be produced according to the following reaction formula.
〔■〕 〔■〕
（式中、１ｌａｆｆｉはハロゲン原子を示す、）反応は
有機溶媒中、塩基の存在下、５０ ”Ｃから用いる溶媒
の沸点までの温度で１〜１０時間行われる。[■] [■] (In the formula, 1laffi represents a halogen atom.) The reaction is carried out in an organic solvent in the presence of a base at a temperature from 50"C to the boiling point of the solvent used for 1 to 10 hours.
有機溶媒・とじてはＤＭＳＯ，口ＭＦ等が使用できる。As an organic solvent, DMSO, MF, etc. can be used.
塩基としてはピリジン、トリエチルアミン等力使用でき
、さらに一般式（ＩＩ）で表わされる化合物をあらかじ
め水素化ナトリウム等でナトリウム塩とした後、一般式
（ＩＩＩ）で表わされるピリジルハライドを反応させる
ことも可能である。Pyridine, triethylamine, etc. can be used as the base, and it is also possible to convert the compound represented by general formula (II) into a sodium salt with sodium hydride etc. in advance, and then react it with the pyridyl halide represented by general formula (III). It is.
反応終了後は通常の後処理を行うことにより目的物を得
ることがきる。After the reaction is completed, the desired product can be obtained by carrying out usual post-treatments.
本発明化合物の構造は元素分析及びＮＭＲ，＋Ｒ等によ
り確認した。The structure of the compound of the present invention was confirmed by elemental analysis, NMR, +R, etc.
次に実施例を挙げ本発明化合物を更に詳細に説明する。 Next, the compounds of the present invention will be explained in more detail with reference to Examples.
実施例１２−（２−（Ｐ−ネオペンチルフェノキシ）エ
トキシコピリジン（化合
物番号１）：
ＣＨ。Example 12-(2-(P-neopentylphenoxy)ethoxycopyridine (Compound No. 1): CH.
ン） ０．１２ ｇ （３，００ｍ ｇａｏｌ）を［１
ＭＦ５１１ｆに懸濁し、そこへ２−（Ｐ−ネオペンチル
フェノキシ）エタノール０．’５０ ｇ （２，４０ｓ
ｍｏｊｌ！、）のみ
ＤＭＦ２ｄ溶液を撹拌、滴下し、水素の発生が終るまで
５０〜６０℃に保った。その後、２−クロロピリジン０
．３ｇ （２，６４ｍｍｏｊりを滴下し、約１００℃で
４．５時間撹拌した０反応液を室温まで冷却した後、水
に投じ、ヘキサンで抽出した。抽出液を水洗し、無水硫
酸マグネシウムで乾燥した後、ヘキサンを減圧留去し、
シリカゲルカラムクロマトグラフィーで精製し、目的物
０、５０ ｇを白色結晶として得た。) 0.12 g (3,00m gaol) [1
Suspend in MF511f and add 0.0% of 2-(P-neopentylphenoxy)ethanol. '50 g (2,40s
mojl! ), the DMF2d solution was stirred and added dropwise, and the temperature was maintained at 50 to 60°C until hydrogen generation was completed. Then 2-chloropyridine 0
．． 3 g (2.64 mmoj) was added dropwise and stirred at about 100°C for 4.5 hours. The reaction solution was cooled to room temperature, poured into water, and extracted with hexane. The extract was washed with water and dried over anhydrous magnesium sulfate. After that, hexane was distilled off under reduced pressure,
Purification was performed by silica gel column chromatography to obtain 0.50 g of the desired product as white crystals.
上記実施例を含め、本発明化合物の代表例を第１表に示
す。Representative examples of the compounds of the present invention, including the above examples, are shown in Table 1.
以下余白
〔問題点を解決するための手段−殺虫剤〕本発明の殺虫
剤は、−ｉ式（１）で表わされる化合物を有効成分とし
て含有するものであり、有効成分化合物の純品のままで
も使用できるが、通常、一般の農薬のとり得る形態、即
ち、水和剤、粉剤、乳剤、フロアブル等の形態で使用さ
れる。The following margin [Means for solving the problem - Insecticide] The insecticide of the present invention contains the compound represented by the -i formula (1) as an active ingredient, and the active ingredient compound remains pure. However, it is usually used in the form of general agricultural chemicals, such as wettable powders, powders, emulsions, and flowables.
添加剤及び担体としては、固型剤を目的とする場合は、
大豆粉、小麦粉等の植物性粉末、珪藻土、燐灰石、石膏
、タルク、パイロフィライト、クレイ等の鉱物性微粉末
が使用される。As additives and carriers, if the purpose is to use solid agents,
Vegetable powders such as soybean flour and wheat flour, and fine mineral powders such as diatomaceous earth, apatite, gypsum, talc, pyrophyllite, and clay are used.
液体の剤型を目的とする場合はケロシン、鉱油、石油、
ソルベントナフサ、キシレン、シクロヘキサン、シクロ
ヘキサノン、ジメチルホルムアミド、ジメチルスルホキ
シド、アルコール、アセトン、水等を溶剤として使用す
る。これらの製剤において、均一なかつ安定な形態とす
るために必要ならば界面活性剤を添加することもできる
。このようにして得られた水和剤、乳剤、フロアブル等
は、水で所定の濃度に希釈して懸濁液あるいは乳濁液と
して、粉剤、粒剤はそのまま、植物に散布する方法で使
用される。For liquid formulations, use kerosene, mineral oil, petroleum,
Solvent naphtha, xylene, cyclohexane, cyclohexanone, dimethylformamide, dimethyl sulfoxide, alcohol, acetone, water, etc. are used as the solvent. In these preparations, a surfactant may be added if necessary to obtain a uniform and stable form. The wettable powders, emulsions, flowables, etc. obtained in this way can be diluted with water to a predetermined concentration to form a suspension or emulsion, and the powders and granules can be used as they are by spraying them on plants. Ru.
（実施例−殺虫剤）
次に製剤の実施例を示すが、添加する担体、界面活性剤
等はこれらの実施例に限定されるものではない。(Example - Insecticide) Next, examples of formulations will be shown, but the carrier, surfactant, etc. to be added are not limited to these examples.
実施例２ 乳 剤
本発明化合物 １０部アルキルフェニ
ル
ポリオキシエチレン ５部ジメチルホルム
アミド ３５部キ シ し ン
５０ 部以上を混合
溶解し、使用に際し水で希釈して乳濁液として散布する
。Example 2 Emulsion Compound of the present invention 10 parts Alkylphenylpolyoxyethylene 5 parts Dimethylformamide 35 parts Xin
Mix and dissolve 50 parts or more, dilute with water before use, and spray as an emulsion.
実施例３ 水 和 剤
本発明化合物 ２０部高級アルコール
硫酸エステル ５部り し イ
７４
部ホワイトカーボン １部以上を混合し
て微粉に粉砕し、使用に際し水で希釈して懸濁液として
散布する。Example 3 Hydrating agent Compound of the present invention 20 parts Higher alcohol sulfuric ester 5 parts
74
Mix 1 part or more of white carbon, grind it into a fine powder, dilute it with water before use, and spray it as a suspension.
実施例４ 粉 剤
本発明化合物 ５部タ ル
り
９１ 部ン リ カ
３ 部アルキ
ルフェニル
ポリオキシエチレン １部以上を混合粉砕
し、使用に際してはそのまま散布する。Example 4 Powder Compound of the present invention 5 parts Tal
the law of nature
91 Part Rika
3 parts Alkylphenylpolyoxyethylene 1 part or more are mixed and pulverized and sprayed as is when used.
次に試験例を挙げ、本発明化合物の殺虫活性を示す。 Next, test examples will be given to demonstrate the insecticidal activity of the compounds of the present invention.
試験例１
アカイエカの最終的幼虫２０匹を水１００ｄに取り、サ
ンプル化合物の各濃度のエタノール溶液を１０ｔｔｌ投
与した。２８℃で約−週間飼育した後、羽化阻害率を求
めた。対照区として、エタノール１０μｌを投！７．
Ｌ、その１０回の羽 化阻害率平均値１７％を用いて修
正羽化阻害 重りを求めた。Test Example 1 Twenty final Culex mosquito larvae were taken in 100 d of water, and 10 ttl of an ethanol solution of each concentration of the sample compound was administered. After rearing at 28°C for about one week, the inhibition rate of emergence was determined. As a control, 10 μl of ethanol was added! 7.
A corrected eclosion inhibition weight was determined using the average value of 17% of the eclosion inhibition rate of 10 times.
各濃度の修正羽化阻害率よりＰｒｏｂｉｔ変換法を用い
て、サンプル化合物の半数羽化阻害濃度の逆対数値、ｌ
１ｌｓ。を算出した。結果を第２表に示す。Using the Probit conversion method from the corrected eclosion inhibition rate of each concentration, the inverse logarithm of the half eclosion inhibition concentration of the sample compound, l
1ls. was calculated. The results are shown in Table 2.
り修正羽化阻害率（χ）−
［但し、値が負となった場合には０％とした。）第
２ 表Corrected emergence inhibition rate (χ) - [However, if the value was negative, it was set to 0%. ) No.
2 table
Claims (3)
１、ｒ＾２、ｒ＾３、ｒ＾４、ｒ＾５、ｒ＾６はそれぞ
れ水素原子又は低級アルキル基を：ｎは０又は１を示す
。）で表わされる基を、 Ｂは式▲数式、化学式、表等があります▼（式中、Ｒ＿
１はハロゲン 原子で置換されていてもよい低級アルキル基を、ｍは０
又は１を示す。）で表わされるピリジル基を示す。〕で
表わされる化合物。(1) General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [In the formula, R is an alkyl group, A is a formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, r^
1, r^2, r^3, r^4, r^5, and r^6 each represent a hydrogen atom or a lower alkyl group; n represents 0 or 1; ), B is a formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (in the formula, R_
1 is a lower alkyl group optionally substituted with a halogen atom, m is 0
Or indicates 1. ) represents a pyridyl group. ] A compound represented by
１、ｒ＾２、ｒ＾３、ｒ＾４、ｒ＾５、ｒ＾６はそれぞ
れ水素原子又はアルキル基を、ｎは０又は１を示す。）
で表わされる基を示す。〕で表わされる化合物と一般式
Ｈａｌ−Ｂ 〔式中、Ｂは式▲数式、化学式、表等があります▼（式
中、Ｒ＿１は ハロゲン原子で置換されていてもよい低級アルキル基を
、ｍは０又は１を示す。）で表わされるピリジル基を、 Ｈａｌはハロゲン原子を示す。〕で表わされる化合物と
を反応させることを特徴とする一般式▲数式、化学式、
表等があります▼（式中、Ｒ、Ａ及びＢは前記と同じ意
味を示す。）で表わされる化合物の製造方法。(2) General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [In the formula, R is an alkyl group, A is a formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, r^
1, r^2, r^3, r^4, r^5, and r^6 each represent a hydrogen atom or an alkyl group, and n represents 0 or 1. )
The group represented by is shown below. ] and the general formula Hal-B [where B is the formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (wherein, R_1 is a lower alkyl group that may be substituted with a halogen atom, m is Hal represents a halogen atom. ] General formula ▲Mathematical formula, chemical formula,
There are tables etc. ▼ (wherein R, A and B have the same meanings as above).
、ｒ＾３、ｒ＾４、ｒ＾５、ｒ＾６はそれぞれ水素原子
又は低級アルキル基を、ｎは０又は１を示す、）で表わ
される基を、 Ｂは式▲数式、化学式、表等があります▼（式中Ｒ、は
ハロゲン 原子で置換されていてもよい低級アルキル基を、ｍは０
又は１を示す。）で表われるピリジル基を示す。）で表
わされる化合物の１種又は２種以上を有効成分として含
有することを特徴とする殺虫剤。(3) General formula ▲ There are mathematical formulas, chemical formulas, tables, etc.
, r^3, r^4, r^5, r^6 each represent a hydrogen atom or a lower alkyl group, n represents 0 or 1), B is a formula ▲ mathematical formula, chemical formula, table etc. ▼ (In the formula, R represents a lower alkyl group which may be substituted with a halogen atom, and m represents 0.
Or indicates 1. ) represents a pyridyl group. ) An insecticide characterized by containing one or more compounds represented by the following as an active ingredient.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3531487A JPS63203663A (en) | 1987-02-18 | 1987-02-18 | Pyridine derivative, its production and insecticide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3531487A JPS63203663A (en) | 1987-02-18 | 1987-02-18 | Pyridine derivative, its production and insecticide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63203663A true JPS63203663A (en) | 1988-08-23 |
Family
ID=12438345
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3531487A Pending JPS63203663A (en) | 1987-02-18 | 1987-02-18 | Pyridine derivative, its production and insecticide |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63203663A (en) |
-
1987
- 1987-02-18 JP JP3531487A patent/JPS63203663A/en active Pending
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