KR950011425A - Process for preparing improved 2-methylthiazole-5-carboxylate - Google Patents

Process for preparing improved 2-methylthiazole-5-carboxylate Download PDF

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KR950011425A
KR950011425A KR1019930022526A KR930022526A KR950011425A KR 950011425 A KR950011425 A KR 950011425A KR 1019930022526 A KR1019930022526 A KR 1019930022526A KR 930022526 A KR930022526 A KR 930022526A KR 950011425 A KR950011425 A KR 950011425A
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South Korea
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alkyl
chloroacetoacetate
halo
methylthiazole
thioacetamide
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KR1019930022526A
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Korean (ko)
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KR970011284B1 (en
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후블러 훌리스 애기
한나 스루지 가브리엘
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제임스 클리프튼 보올딩
몬산토 캄파니
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Priority to KR1019930022526A priority Critical patent/KR970011284B1/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Abstract

본 발명은 트리에틸아민과 같은 아민의 존재하에서 아세토니트릴 중의 알킬 4-(할로)-2-클로로아세토아세테이트 용액과 티오아세트아미드를 접촉시키는 방법을 포함하는 개선된 알킬 4-할로메틸-2-메틸티아졸-5-카르복실레이트의 제조방법에 관한 것이다.The present invention provides an improved alkyl 4-halomethyl-2-methyl comprising a method of contacting a thioacetamide with an alkyl 4- (halo) -2-chloroacetoacetate solution in acetonitrile in the presence of an amine such as triethylamine. It relates to a process for preparing thiazole-5-carboxylate.

Description

개선된 2-메틸티아졸-5-카르복실레이트의 제조방법Process for preparing improved 2-methylthiazole-5-carboxylate

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (12)

하기 (a)~(b) 단계를 포함하는 알킬 4-할로메틸-2-메틸티아졸-5-카르복실레이트의 제조방법 ; (a) 아세토니트릴 중의 알킬 4-(할로)-2-클로로아세토아세테이트 용액과 티오아세트아미드를 접촉시키고; (b) 아민을 첨가시킨 후, 반응이 완결될 때가지 반응 혼합물을 환류하면서 가열시킨다; 여기에서 티오아세트아미드와 아민은 알킬 4-(할로)-2-클로로아세토아세테이트에 대한 초과 몰량으로 가한다.Method for producing an alkyl 4-halomethyl-2-methylthiazole-5-carboxylate comprising the following steps (a) to (b); (a) contacting thioacetamide with an alkyl 4- (halo) -2-chloroacetoacetate solution in acetonitrile; (b) after the addition of the amine, the reaction mixture is heated to reflux until the reaction is complete; Thioacetamide and amine are added here in excess molar amount relative to alkyl 4- (halo) -2-chloroacetoacetate. 제1항에 있어서, 아민은 트리에틸아민인 제조방법.The method of claim 1, wherein the amine is triethylamine. 제2항에 있어서, 알킬 4-(할로)-2-클로로아세토아세테이트에 대한 티오아세트아미드의 비율은 1.05 내지 2.0 사이인 제조방법.The process of claim 2 wherein the ratio of thioacetamide to alkyl 4- (halo) -2-chloroacetoacetate is between 1.05 and 2.0. 제3항에 있어서, 비율은 1.2인 제조방법.The method of claim 3, wherein the ratio is 1.2. 제2항에 있어서, 알킬 4-(할로)-2-클로로아세토아세테이트에 대한 트리에틸아민의 비율은 2.0 내지 3.0 사이인 제조방법.The process of claim 2 wherein the ratio of triethylamine to alkyl 4- (halo) -2-chloroacetoacetate is between 2.0 and 3.0. 제2항에 있어서, 알킬 4-(할로)-2-클로로아세토아세테이트는 에틸 2-클로로-4, 4, 4-트리플루오로아세트아세테이트인 제조방법.The process according to claim 2, wherein the alkyl 4- (halo) -2-chloroacetoacetate is ethyl 2-chloro-4, 4, 4-trifluoroacetate. 하기 (a)∼(c) 단계를 포함하는 4-할로메틸-2-메틸티아졸-5-카르복실산의 제조방법; (a) 아세토니트릴 중의 알킬 4-(할로)-2-클로로아세토아세테이트 용액과 티오아세트아미드를 접촉시키고; (b) 아민을 첨가시킨 후, 반응이 완결될 때까지 반응 혼합물을 환류하면서 가열시키고; (c) 그런 다음 결과 산물인 알킬 4-할로메 틸-2-메틸티아졸-5-카르복실레이트를 이에 상응하는 4-할로메틸-2-메틸티아졸-5-카르복실산으로 전환시킨다; 여기에서 티오아세트아미드와 아민은 알킬 4-(할로)-2-클로로아세토아세테이트에 대하여 초과 몰량으로 가한다.A process for preparing 4-halomethyl-2-methylthiazole-5-carboxylic acid comprising the following steps (a) to (c); (a) contacting thioacetamide with an alkyl 4- (halo) -2-chloroacetoacetate solution in acetonitrile; (b) after addition of the amine, the reaction mixture is heated with reflux until the reaction is complete; (c) then the resulting product alkyl 4-halomethyl-2-methylthiazole-5-carboxylate is converted to the corresponding 4-halomethyl-2-methylthiazole-5-carboxylic acid; Here thioacetamide and amine are added in excess molar amount relative to alkyl 4- (halo) -2-chloroacetoacetate. 제7항에 있어서, 아민은 트리에틸아민인 제조방법.8. A process according to claim 7, wherein the amine is triethylamine. 제8항에 있어서, 알킬 4-(할로)-2-클로로아세토아세테이트에 대한 티오아세트아미드의 비율은 1.05 내지 2.0 사이인 제조방법.The process of claim 8, wherein the ratio of thioacetamide to alkyl 4- (halo) -2-chloroacetoacetate is between 1.05 and 2.0. 제9항에 있어서, 비율은 1.2인 제조방법.The method of claim 9, wherein the ratio is 1.2. 제8항에 있어서, 알킬 4-(할로)-2-클로로아세토아세테이트에 대한 트리에틸아민의 비율은 2.0 내지 3.0 사이인 제조방법.The process of claim 8, wherein the ratio of triethylamine to alkyl 4- (halo) -2-chloroacetoacetate is between 2.0 and 3.0. 제8항에 있어서 알킬 4-(할로)-2-클로로아세토아세테이트는 에틸 2-를로로-4,4,4-트리플루오로아세토아세테이트이고, 결과산물인 4-할로메틸-2-메틸티아졸-5-카르복실산은 4-(트리플루오로메틸)-2-메틸티아졸-5-카르복실산인 제조방법.The alkyl 4- (halo) -2-chloroacetoacetate according to claim 8 is ethyl 2-lolo-4,4,4-trifluoroacetoacetate, and the resulting product is 4-halomethyl-2-methylthia. The sol-5-carboxylic acid is 4- (trifluoromethyl) -2-methylthiazole-5-carboxylic acid. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019930022526A 1993-10-27 1993-10-27 Improved process for the preparation of 2-methylthiazole-5-carboxylates KR970011284B1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20220073949A (en) * 2020-11-27 2022-06-03 후이 탕 류 Venturi tube

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20220073949A (en) * 2020-11-27 2022-06-03 후이 탕 류 Venturi tube

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