KR930005987A - Method for preparing 2- (2-hydroxy-3-t-butyl-5-alkylphenyl) -5-chloro benzotriazole - Google Patents

Method for preparing 2- (2-hydroxy-3-t-butyl-5-alkylphenyl) -5-chloro benzotriazole Download PDF

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Publication number
KR930005987A
KR930005987A KR1019910016769A KR910016769A KR930005987A KR 930005987 A KR930005987 A KR 930005987A KR 1019910016769 A KR1019910016769 A KR 1019910016769A KR 910016769 A KR910016769 A KR 910016769A KR 930005987 A KR930005987 A KR 930005987A
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South Korea
Prior art keywords
butyl
hydroxy
alkylphenyl
chlorobenzotriazole
phosphite
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KR1019910016769A
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Korean (ko)
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KR940001780B1 (en
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주영제
장영찬
김영희
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김홍기
금호석유화학주식회사
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D249/18—Benzotriazoles

Abstract

다음식(Ⅲ)으로 표시되는 2-니트로-4-클로로-2´-히드록시-3´-t-부틸-5´-알킬아조벤젠을 환원시켜 다음식(Ⅱ)로 표시되는 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸-N-옥사이드를 제조한 후 생성물을 분리하지않고 반응온도를 높여 환원반응을 더 진행시켜 다음식(Ⅰ)로 표시되는 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸을 제조함에 있어서 알카리, 수소이온 전달촉매, 계면활성제 존재하 포스파이트계 환원제로 환원시킴을 특징으로 하는 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸의 제조방법.2-nitro-4-chloro-2'-hydroxy-3'-t-butyl-5'-alkylazobenzene represented by the following formula (III) was reduced to give 2- (2- After preparing hydroxy-3-t-butyl-5-alkylphenyl) -5-chlorobenzotriazole-N-oxide, the reaction temperature was increased without further separating the product to further reduce the reaction to the following formula (Ⅰ). In the preparation of the indicated 2- (2-hydroxy-3-t-butyl-5-alkylphenyl) -5-chlorobenzotriazole, reduction with an alkali, a hydrogen ion transfer catalyst, and a phosphite-based reducing agent in the presence of a surfactant Method for producing 2- (2-hydroxy-3-t-butyl-5-alkylphenyl) -5-chlorobenzotriazole, characterized in that the.

상기식(Ⅰ), (Ⅱ), (Ⅲ)에서 R은 -C(CH3)3, -CH3임.In formulas (I), (II) and (III), R is -C (CH 3 ) 3 and -CH 3 .

Description

2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로 벤조트리아졸의 제조방법Method for preparing 2- (2-hydroxy-3-t-butyl-5-alkylphenyl) -5-chloro benzotriazole

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

Claims (6)

다음식(Ⅲ)으로 표시되는 2-니트로-4-클로로-2´-히드록시-3´-t-부틸-5´-알킬아조벤젠을 환원시켜 다음식(Ⅱ)로 표시되는 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸-N-옥사이드를 제조한 후 생성물을 분리하지않고 반응온도를 높여 환원반응을 더 진행시켜 다음식(Ⅰ)로 표시되는 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸을 제조함에 있어서 알카리, 수소이온 전달촉매, 계면활성제 존재하 포스파이트계 환원제로 환원시킴을 특징으로 하는 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸의 제조방법.2-nitro-4-chloro-2'-hydroxy-3'-t-butyl-5'-alkylazobenzene represented by the following formula (III) was reduced to give 2- (2- After preparing hydroxy-3-t-butyl-5-alkylphenyl) -5-chlorobenzotriazole-N-oxide, the reaction temperature was increased without further separating the product to further reduce the reaction to the following formula (Ⅰ). In the preparation of the indicated 2- (2-hydroxy-3-t-butyl-5-alkylphenyl) -5-chlorobenzotriazole, reduction with an alkali, a hydrogen ion transfer catalyst, and a phosphite-based reducing agent in the presence of a surfactant Method for producing 2- (2-hydroxy-3-t-butyl-5-alkylphenyl) -5-chlorobenzotriazole, characterized in that the. 상기식(Ⅰ), (Ⅱ), (Ⅲ)에서 R은 -C(CH3)3, -CH3임.In formulas (I), (II) and (III), R is -C (CH 3 ) 3 and -CH 3 . 제1항에 있어서, 포스파이트계 환원제는 아인산, 디에틸포스파이트, 트리이소프로필 포스파이트, 트리에틸포스파이트중에서 선택한 것이고, 그 사용량은 출발물질인 2-니트로-4-클로로-2´-하이드록시-3´-t-부틸-5´-알킬아조벤젠 1mole당 1.0~1.5mole인 것이 특징인 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸의 제조방법.The phosphite-based reducing agent according to claim 1, wherein the phosphite-based reducing agent is selected from phosphorous acid, diethyl phosphite, triisopropyl phosphite and triethyl phosphite, and the amount of the phosphite-based reducing agent is 2-nitro-4-chloro-2'-hydride which is a starting material. 2- (2-hydroxy-3-t-butyl-5-alkylphenyl) -5-chlorobenzotriazole characterized by 1.0 to 1.5 mole per mole of oxy-3'-t-butyl-5'-alkylazobenzene Manufacturing method. 제1항에 있어서, 수소이온 전달 촉매는 2,3-디클로로-1,4-나프토퀴논, 1,2-나프토퀴논, 1,4-나프토퀴논, 2,6-나프토퀴논중에서 선택한 것이고, 그 사용량은 출발물질인 2-니트로-4-클로로-2´-하이드록시-3´-t-부틸-5´-알킬아조벤젠 1mole당 0.01~0.2mole인 것이 특징인 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸의 제조방법.The method of claim 1, wherein the hydrogen ion transfer catalyst is selected from 2,3-dichloro-1,4-naphthoquinone, 1,2-naphthoquinone, 1,4-naphthoquinone, 2,6-naphthoquinone 2- (2-hydride), characterized in that the amount used is 0.01 to 0.2 mole per mole of 2-nitro-4-chloro-2'-hydroxy-3'-t-butyl-5'-alkylazobenzene as a starting material. Process for the preparation of oxy-3-t-butyl-5-alkylphenyl) -5-chlorobenzotriazole. 제1항에 있어서, 알카리는 KOH, NaOH중에서 선택한 것이고, 그 사용량은 출발물질인 2-니트로-4-클로로-2´-하이드록시-3´-t-부틸-5´-알킬아조벤젠 1mole당 2~6mole인 것이 특징인 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸의 제조방법.The method of claim 1, wherein the alkali is selected from KOH, NaOH, the amount of use is 2 per 1 mole of 2-nitro-4-chloro-2'-hydroxy-3'-t-butyl-5'-alkylazobenzene as starting material A process for producing 2- (2-hydroxy-3-t-butyl-5-alkylphenyl) -5-chlorobenzotriazole characterized by being ~ 6 mole. 제1항에 있어서, 계면활성제는 폴리옥시에틸렌 라우릴에테르이고, 그 사용량은 출발물질인 2-니트로-4-클로로-2´-하이드록시-3´-t-부틸-5´-알킬아조벤젠 1mole당 0.01~0.2mole인 것이 특징인 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸의 제조방법.The method of claim 1, wherein the surfactant is polyoxyethylene lauryl ether, the amount used is 1 mole of 2-nitro-4-chloro-2'-hydroxy-3'-t-butyl-5'-alkylazobenzene as a starting material A method for producing 2- (2-hydroxy-3-t-butyl-5-alkylphenyl) -5-chlorobenzotriazole, which is characterized by a sugar of 0.01 to 0.2 mole. 제1항에 있어서, 첫단계 환원반응 온도는 20~60℃이고, 둘째단계 환원반응 온도는 60~100℃인 것이 특징인 2-(2-히드록시-3-t-부틸-5-알킬페닐)-5-클로로벤조트리아졸의 제조방법.The 2- (2-hydroxy-3-t-butyl-5-alkylphenyl according to claim 1, wherein the first stage reduction temperature is 20 to 60 ° C and the second stage reduction temperature is 60 to 100 ° C. ) -5-chlorobenzotriazole production method. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019910016769A 1991-09-26 1991-09-26 Process for preparation of 2-(2-hydroxy-3-t-butyl-5-alkylphenyl)-5-cloro benzotrizol KR940001780B1 (en)

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KR1019910016769A KR940001780B1 (en) 1991-09-26 1991-09-26 Process for preparation of 2-(2-hydroxy-3-t-butyl-5-alkylphenyl)-5-cloro benzotrizol

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KR1019910016769A KR940001780B1 (en) 1991-09-26 1991-09-26 Process for preparation of 2-(2-hydroxy-3-t-butyl-5-alkylphenyl)-5-cloro benzotrizol

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100365020B1 (en) * 2000-05-19 2002-12-16 주식회사 바이오랜드 Preparation method of arbutin intermediats

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100365020B1 (en) * 2000-05-19 2002-12-16 주식회사 바이오랜드 Preparation method of arbutin intermediats

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