KR830008981A - 4-플루오로-3-할로페녹시벤질 에스테르의 제조방법 - Google Patents

4-플루오로-3-할로페녹시벤질 에스테르의 제조방법 Download PDF

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KR830008981A
KR830008981A KR1019820000410A KR820000410A KR830008981A KR 830008981 A KR830008981 A KR 830008981A KR 1019820000410 A KR1019820000410 A KR 1019820000410A KR 820000410 A KR820000410 A KR 820000410A KR 830008981 A KR830008981 A KR 830008981A
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reaction
formula
carried out
fluoro
halophenoxybenzyl
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푸흐스 라이너
울리히 블란크 하인쯔
로트로프 귄터
함만 인게보르그
호메이어 베른하르트
베렌쯔 볼프강
스텐델 빌헬름
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귄터 슈마허, 귄터 피터스
바이엘 아크티엔 게젤샤프트
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Publication of KR830008981A publication Critical patent/KR830008981A/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/257—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings
    • C07C43/29—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/257—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings
    • C07C43/295—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
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  • Environmental Sciences (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

내용 없음

Description

4-플루오로-3-할로페녹시벤질 에스테르의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (13)

  1. (a) 일반식(II)의 카복실산 또는 그의 염 또는 그의 반응성 유도체를 일반식(II)의 4-플루오로-3-할로페녹시벤질알콜 또는 그의 반응성 유도체와 반응시키거나
    (b) R1이 시아노 잔기를 나타내는 일반식(I)의 화합물을 제조하기 위해서는 일반식(IIa)의 카복실산 클로라이드를 일반식(V)의 4-플루오로-3-할로페녹시 벤즈알데히드 및 적어도 동몰량의 나트륨 시아나이드 또는 칼륨시아나이드와 물 및 물과 혼화될 수 없는 용매 존재하에 반응시킴을 특징으로 하는 일반식(I)의 4-플루오로-3-할로페녹시벤질에스테르의 제조방법.
    상기식중
    R은 피레트로이드의 산성분으로 사용될 수 있는 진기를 나타내고,
    R1은 수소원자, 아시노 진기 또는 각 탄소원자 3개까지를 함유하는 알킬, 알케닐 및 알키닐중에서 선택된 임의 치환된 할로겐 잔기를 나타내며,
    X는 염소 또는 브롬원자를 나타내고,
    M은 수소원자 또는 나트륨 또는 칼륨을 나타내며,
    R2는 -CHO, -CH2OH, -CH2Cl, -CH2Br, -CHCl2, -CHBr2, -CH(OCH3)2, -CH(OC2H5)2,를 나타내며,
    R4는 수소를 제외하고는 R1에서 정의된 바와 같고,
    R3는 OH 또는 할로겐 원자를 나타낸다.
  2. 제1항의 a)에서 있어서, 반응을 산 수용체 존재하에 시행함을 특징으로 하는 방법.
  3. 제1항의 a) 또는 2항에 있어서, 반응을 알카리 금속시아나이드 존재하에 시행함을 특징으로 하는 방법.
  4. 제1항의 a), 2항 또는 6항에 있어서, 반응을 희석제 존재하에 시행함을 특징으로 하는 방법.
  5. 제4항에 있어서, 희석제가 불활성 유기용매임을 특징으로 하는 방법.
  6. 제1항의 b)에 있어서 물과 혼화될 수 없는 용매가 지방족 또는 방향족의 임의 할로겐화된 탄화수소임을 특징으로 하는 방법.
  7. 제1항의 b) 또는 6항에 있어서, 반응을 촉매 존재하에 시행함을 특징으로 하는 방법.
  8. 제1항의 a),b), 2항 내지 10항 중의 어느 하나에 있어서 반응을 0 내지 100℃온도에서 시행함을 특징으로 하는 방법.
  9. 제1항에 있어서, 실시예 1 내지 12항중의 어느 하나에 기술된 방법에 의해 일반식(I)의 화합물을 제조하는 방법.
  10. 일반식(IV)의 화합물을 염소, 브롬 또는 염화 브롬과 -20 내지 100℃온도에서 반응시킨 후 경우에 따라 반응 생성물을 가수분해 또는 환원시킴을 특징으로 하는 일반식(III)의 4-플루오로-3-할로페녹시벤질알콜 및 그의 반응성유도체를 제조하는 방법.
    상기 식중
    X는 염소 또는 브롬원자를 나타내고,
    R2는 -CHO, -CH2OH, -CH2Cl, -CH2Br, -CHCl2, -CHBr2, -CH(OCH3)2, -CH(OC2H5)2,를 나타내며,
    R3는 OH 또는 할로겐 원자를 나타내고
    R4는 각기 할로겐에 의해 치환될 수 있는 CN, C1-3-일킬, C2-3-알케닐 및 C2-3-알킬닐을 나타낸다.
  11. 제10항에 있어서, 반응을 촉매 존재하에 시행함을 특징으로 하는 방법.
  12. 제10항 또는 11항에 있어서, 반응을 희석제 존재하에 시행함을 특징으로 하는 방법.
  13. 제10항에 있어서, 실시예 15 a), b) 또는 c)에 기술된 바와 같이 일반식(III)의 화합물을 제조하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019820000410A 1981-01-31 1982-02-01 4-플루오로-3-할로페녹시벤질 에스테르의 제조방법 KR830008981A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3103325.3 1981-01-31
DE19813103325 DE3103325A1 (de) 1981-01-31 1981-01-31 4-fluor-3-halophenoxy-benzylester, verfahren zu deren herstellung und deren verwendung in schaedlingsbekaempfungsmitteln sowie neue zwischenprodukte und verfahren zu deren herstellung

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KR830008981A true KR830008981A (ko) 1983-12-16

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EP (1) EP0057384B1 (ko)
JP (1) JPS57144241A (ko)
KR (1) KR830008981A (ko)
AU (1) AU7964782A (ko)
BR (1) BR8200506A (ko)
CS (1) CS227034B2 (ko)
DD (1) DD201561A5 (ko)
DE (2) DE3103325A1 (ko)
DK (1) DK41282A (ko)
ES (1) ES8306469A1 (ko)
HU (1) HU187635B (ko)
IL (1) IL64891A0 (ko)
PH (1) PH17475A (ko)
PL (1) PL234876A1 (ko)
PT (1) PT74325B (ko)
ZA (1) ZA82579B (ko)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2512815B1 (fr) * 1981-04-16 1989-04-14 Roussel Uclaf Nouveaux derives de l'acide cyclopropane carboxylique, leur procede de preparation, leur application a la lutte contre les parasites
FR2580633A1 (fr) * 1985-04-23 1986-10-24 Roussel Uclaf Nouveaux derives de l'acide phenyl isobutyrique, leur procede de preparation, leur application a la lutte contre les parasites
GB8614002D0 (en) * 1986-06-09 1986-07-16 Ici Plc Halogenated diphenyl ether derivatives
EP0311565A1 (de) * 1987-10-06 1989-04-12 Ciba-Geigy Ag Schädlingsbekämpfungsmittel
CN103242196B (zh) * 2013-05-15 2016-01-27 联保作物科技有限公司 环丙烷羧酸酯类化合物、其制备方法及其应用

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2615435C2 (de) * 1976-04-09 1984-02-09 Bayer Ag, 5090 Leverkusen Substituierte Phenoxybenzyloxycarbonylderivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide
DE2739854A1 (de) * 1977-09-03 1979-03-15 Bayer Ag Fluorsubstituierte phenoxybenzyloxycarbonylderivate, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide
GR74446B (ko) * 1978-03-20 1984-06-28 American Cyanamid Co
US4389412A (en) * 1979-03-30 1983-06-21 Kuraray Company, Ltd. Substituted cyclopropanecarboxylic acid esters and pesticidal compositions containing the same as active ingredient
JPS5681538A (en) * 1979-11-27 1981-07-03 Sumitomo Chem Co Ltd Carboxylic acid ester, its preparation, and insecticide and miticide containing said compound as effective component
US4376785A (en) * 1980-06-19 1983-03-15 Sumitomo Chemical Company, Limited Cyclopropanecarboxylates and a low fish toxic insecticide and/or acaricide containing them

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DE3103325A1 (de) 1982-08-26
PT74325A (en) 1982-02-01
PL234876A1 (ko) 1982-10-11
JPS57144241A (en) 1982-09-06
IL64891A0 (en) 1982-03-31
DD201561A5 (de) 1983-07-27
EP0057384A3 (en) 1982-10-20
DK41282A (da) 1982-08-01
HU187635B (en) 1986-02-28
ZA82579B (en) 1982-12-29
EP0057384A2 (de) 1982-08-11
BR8200506A (pt) 1982-12-07
CS227034B2 (en) 1984-04-16
ES509185A0 (es) 1983-06-01
PH17475A (en) 1984-09-03
DE3260412D1 (en) 1984-08-30
EP0057384B1 (de) 1984-07-25
ES8306469A1 (es) 1983-06-01
PT74325B (en) 1983-08-08
AU7964782A (en) 1982-08-12

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