KR970707070A - 살충제에 대한 중간 물질로서 유용한 할로겐화된 에스테르(halogenated esters useful as intermediates for insecticides) - Google Patents

살충제에 대한 중간 물질로서 유용한 할로겐화된 에스테르(halogenated esters useful as intermediates for insecticides)

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Publication number
KR970707070A
KR970707070A KR1019970703318A KR19970703318A KR970707070A KR 970707070 A KR970707070 A KR 970707070A KR 1019970703318 A KR1019970703318 A KR 1019970703318A KR 19970703318 A KR19970703318 A KR 19970703318A KR 970707070 A KR970707070 A KR 970707070A
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KR
South Korea
Prior art keywords
formula
compound
chloro
alkali metal
base
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KR1019970703318A
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English (en)
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KR100374689B1 (ko
Inventor
마틴 찰스 보우덴
Original Assignee
아담스 모니크
제네카 리미티드
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Priority claimed from GB9423800A external-priority patent/GB9423800D0/en
Priority claimed from GBGB9514652.8A external-priority patent/GB9514652D0/en
Application filed by 아담스 모니크, 제네카 리미티드 filed Critical 아담스 모니크
Publication of KR970707070A publication Critical patent/KR970707070A/ko
Application granted granted Critical
Publication of KR100374689B1 publication Critical patent/KR100374689B1/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
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/62—Halogen-containing esters
    • C07C69/65—Halogen-containing esters of unsaturated acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C69/743—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring of acids with a three-membered ring and with unsaturation outside the ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

본 발명은 하기 화학식(Ⅰ)의 신규한 화합물 및 이의 제조 방법 및 살충성 싸이클로프로판 유도체 제조시 중간 물질로서의 용도에 관한다.
CF3-CXC1-CH(OH)CH2-C(CH3)2-CH2-CO2R (Ⅰ)
[상기 화학식 중, X는 클로로 또는 브로모; R은 수소 또는 C4이하인 알킬 또는 수소임]
또한 화학식(Ⅰ)의 화합물 제조시 중간 물질로서 유용한, 하기 화학식(Ⅳ)의 신규한 화합물을 제공한다.

Description

살충제에 대한 중간 물질로서 유용한 할로겐화된 에스테르(HALOGENATED ESTERS USEFUL AS INTERMEDIATES FOR INSECTICIDES)
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (17)

  1. 하기 화학식(Ⅰ)의 화합물.
    CF3-CXC1-CH(OH)CH2-C(CH3)2-CH2-CO2R (Ⅰ)
    [상기 화학식(Ⅰ) 중 X는 클로로 또는 브로모이고 R은 수소 또는 C4이하인 알킬임.]
  2. 제1항에 있어서, X가 클로로이고 R은 메틸인 화합물.
  3. 강염기 및 비활성 용매의 존재하 하기 화학식(Ⅱ)의 화합물을 하기 화학식(Ⅲ)의 화합물과 반응시키는 것을 포함하는, X가 클로로 또는 브로모이고 R은 C4이하인 화학식(Ⅰ)의 화합물을 제조하는 방법.
    CF3-CHXC1 (Ⅱ)
    O=CH-CH2-C(CH3)2-CH2-CO2R (Ⅲ)
  4. 제3항에 있어서, 강염기가 알칼리 금속 알콕시드인 방법.
  5. 제4항에 있어서, 알칼리 금속 알콕시드가 소듐 또는 포타슘 t-부톡시드인 방법.
  6. 제3항에 있어서, -80-0℃의 온도 범위내에서 수행시키는 방법.
  7. 제3항에 있어서, 화학식(Ⅱ)의 화합물의 하기 화학식(Ⅳ)의 화합물을 산소 공여체 및 염기와 반응시키는 추가적인 단계에 의하여 얻어지는 방법.
    BrCH2-CH2-C(CH3)2-CH2-CO2R (Ⅳ)
  8. 제7항에 있어서, 산소 공여체가 피리딘 N-옥시드이고 염기가 알카리 금속 카보네이트인 방법.
  9. 제7항에 있어서, 화학식(Ⅳ)의 화합물이 자유-라디칼 촉매의 존재하 하기 화학식(Ⅴ)의 화합물을 수소와 반응시키는 추가적인 단계에 의하여 얻어지는 방법.
    CH2=CH-C(CH3)2-CH2-CO2R (Ⅴ)
  10. 제9항에 있어서, 상기 자유-라디칼 촉매가 유기 퍼옥시드인 방법.
  11. (a) 화학식(Ⅰ)의 화합물을 탈수제로 처리하여 하기 화학식(Ⅵ)의 화합물을 얻는 단계; 및
    CF3-CXC1-CH=CH-C(CH3)2-CH2-CO2R (Ⅵ)
    (b) 화학식(Ⅵ)의 화합물을 비활성 용매의 존재하 1몰당량 이상의 염기로 처리한 후, 반응 혼합물에서 3-(2-클로로-3,3,3-트리플루오로프로프-1-엔-일)-2,2-디메틸-싸이클로프로판 카복실산의 알킬 에스테르를 회수하는 단계를 포함하는 3-(2-클로로-3,3,3-트리플루오로프로프-1-엔-일)-2,2-디메틸싸이클로프로판 카복실산의 알킬 에스테르를 제조하는 방법.
  12. 제11항에 있어서, 탈수제가 포스포러스 옥시클로라이드인 방법.
  13. 제11항에 있어서, (b)단계에서 사용된 염기가 알칼리 금속 알콕시드인 방법.
  14. 제12항에 있어서, 알칼리 금속 알콕시드가 소듐 또는 포타슘 t-부톡시드인 방법.
  15. 하기 화학식(Ⅳ)의 화합물.
    BrCH2-CH2-C(CH3)2-CH2-CO2R (Ⅳ)
    [상기 화학식(Ⅳ) 중, R은 C4이하인 알킬임]
  16. 자유-라디칼의 존재하, 하기 화학식(Ⅴ)의 화합물을 브롬화수소와 반응시키는 것을 포함하는 화학식(Ⅳ)의 화합물의 제조 방법.
    CH2=CH-C(CH3)2-CH2-CO2R (Ⅴ)
  17. 제16항에 있어서, 자유-라디칼 촉매가 유기 퍼옥시드인 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019970703318A 1994-11-25 1995-11-02 살충제에대한중간물질로서유용한할로겐화된에스테르 KR100374689B1 (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB9423800.3 1994-11-25
GB9423800A GB9423800D0 (en) 1994-11-25 1994-11-25 Halogenated esters useful as intemediates for insecticides
GBGB9514652.8A GB9514652D0 (en) 1995-07-18 1995-07-18 Halogenated esters useful as intermediates for insecticides
GB9514652.8 1995-07-18

Publications (2)

Publication Number Publication Date
KR970707070A true KR970707070A (ko) 1997-12-01
KR100374689B1 KR100374689B1 (ko) 2003-05-17

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US (2) US5750769A (ko)
EP (1) EP0793637B1 (ko)
JP (2) JP3839051B2 (ko)
KR (1) KR100374689B1 (ko)
CN (1) CN1071306C (ko)
AT (1) ATE172710T1 (ko)
AU (1) AU702551B2 (ko)
BG (1) BG62253B1 (ko)
BR (1) BR9509752A (ko)
CA (1) CA2201363A1 (ko)
CZ (1) CZ288016B6 (ko)
DE (1) DE69505695T2 (ko)
DK (1) DK0793637T3 (ko)
ES (1) ES2122688T3 (ko)
FI (1) FI119426B (ko)
HU (1) HU215935B (ko)
IL (1) IL115833A (ko)
MX (1) MX9703663A (ko)
NZ (1) NZ294889A (ko)
PL (1) PL180666B1 (ko)
TW (1) TW306913B (ko)
WO (1) WO1996016925A1 (ko)
ZA (1) ZA959721B (ko)

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US20090052498A1 (en) * 2007-08-24 2009-02-26 Asm America, Inc. Thermocouple
US8262287B2 (en) * 2008-12-08 2012-09-11 Asm America, Inc. Thermocouple
US9297705B2 (en) * 2009-05-06 2016-03-29 Asm America, Inc. Smart temperature measuring device
ES2602791T3 (es) 2011-01-26 2017-02-22 Nerviano Medical Sciences S.R.L. Derivados de pirrolo tricíclicos, proceso para su preparación y su uso como inhibidores de cinasa

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Publication number Priority date Publication date Assignee Title
US4113968A (en) * 1974-10-03 1978-09-12 Kuraray Co., Ltd. Process for preparation of substituted cyclopropane carboxylic acids and esters thereof and intermediates of said acids and esters
US4183948A (en) * 1977-01-24 1980-01-15 Imperial Chemical Industries Limited Halogenated esters
US4238505A (en) * 1978-01-20 1980-12-09 Fmc Corporation Insecticidal biphenylmethyl perhaloalkylvinylcyclopropanecarboxylates
JPH02501142A (ja) * 1987-08-20 1990-04-19 スミス・クライン・アンド・フレンチ・ラボラトリース・リミテッド 生物学的に活性な化合物
GR900100129A (el) * 1989-02-23 1991-06-28 Ici Australia Operations Συν?έσεις και ενώσεις που απορροφούν το υπεριώδες φως.
GB9311142D0 (en) * 1993-05-28 1993-07-14 Zeneca Ltd Preparation and use of halogenated alcohols

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NZ294889A (en) 1999-07-29
JP4044923B2 (ja) 2008-02-06
DK0793637T3 (da) 1999-07-12
FI972189A (fi) 1997-05-22
PL180666B1 (pl) 2001-03-30
WO1996016925A1 (en) 1996-06-06
JP2005041886A (ja) 2005-02-17
ES2122688T3 (es) 1998-12-16
CN1166824A (zh) 1997-12-03
IL115833A (en) 1998-10-27
BG62253B1 (bg) 1999-06-30
FI119426B (fi) 2008-11-14
FI972189A0 (fi) 1997-05-22
ZA959721B (en) 1996-06-18
KR100374689B1 (ko) 2003-05-17
US5750769A (en) 1998-05-12
DE69505695T2 (de) 1999-03-18
EP0793637B1 (en) 1998-10-28
HUT76750A (en) 1997-11-28
TW306913B (ko) 1997-06-01
EP0793637A1 (en) 1997-09-10
CN1071306C (zh) 2001-09-19
BR9509752A (pt) 1998-06-16
BG101606A (en) 1998-03-31
DE69505695D1 (de) 1998-12-03
CZ288016B6 (cs) 2001-04-11
HU215935B (hu) 1999-03-29
AU3810295A (en) 1996-06-19
IL115833A0 (en) 1996-01-19
US5756835A (en) 1998-05-26
PL320417A1 (en) 1997-09-29
ATE172710T1 (de) 1998-11-15
JPH10509971A (ja) 1998-09-29
CA2201363A1 (en) 1996-06-06
CZ158497A3 (en) 1997-10-15
MX9703663A (es) 1997-08-30
JP3839051B2 (ja) 2006-11-01
AU702551B2 (en) 1999-02-25

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