KR930010011A - Method for preparing 2-n-octyl-4-isothiazolin-3-one - Google Patents

Method for preparing 2-n-octyl-4-isothiazolin-3-one Download PDF

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Publication number
KR930010011A
KR930010011A KR1019910019719A KR910019719A KR930010011A KR 930010011 A KR930010011 A KR 930010011A KR 1019910019719 A KR1019910019719 A KR 1019910019719A KR 910019719 A KR910019719 A KR 910019719A KR 930010011 A KR930010011 A KR 930010011A
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KR
South Korea
Prior art keywords
formula
octyl
reacted
represented
isothiazolin
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KR1019910019719A
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Korean (ko)
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KR940002711B1 (en
Inventor
한순종
김진만
박영
Original Assignee
이승동
주식회사 선경인더스트리
Priority date (The priority date 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 date listed.)
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Application filed by 이승동, 주식회사 선경인더스트리 filed Critical 이승동
Priority to KR1019910019719A priority Critical patent/KR940002711B1/en
Priority to PCT/KR1992/000014 priority patent/WO1992020664A1/en
Priority to DE4291487T priority patent/DE4291487T1/en
Priority to JP4509538A priority patent/JPH07119219B2/en
Priority to GB9323198A priority patent/GB2274283B/en
Priority to US08/146,172 priority patent/US5453507A/en
Publication of KR930010011A publication Critical patent/KR930010011A/en
Application granted granted Critical
Publication of KR940002711B1 publication Critical patent/KR940002711B1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
    • C07D275/02—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings
    • C07D275/03—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings 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

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

Abstract

본발명은 3,3'-디티오디프로피온산과 티오닐클로라이드를 반응시켜서 3,3'-디티오디프로피오닐디클로라이드를 제조하고, 이를 n-옥틸아민과 반응시켜 N,N'-디-n-옥틸-3,3'-디티오디프로피온아미드를 제조한 다음, 여기에 설프릴할 라이드를 첨가하여 유기용매 중에서 고리화시켜서, 공업용 냉각수계, 공업용 금속가공유, 페인트, 화자움, 계면활성제, 수지(Resin), 사진감광제 및 제지 공업분야 등의 방부제나 특히 방곰팡이제 등으로 유용한 다음구조식(I)로 표시되는 2-n-옥틸-4-이소티아졸린-3-온을 제조하는 방법에 관한 것이다.The present invention reacts 3,3'-dithiodipropionic acid with thionyl chloride to prepare 3,3'-dithiodipropionyldichloride, which is reacted with n-octylamine to give N, N'-di-n- Octyl-3,3'-dithiodipropionamide is prepared, and then sulfyl halide is added to cyclize in an organic solvent, which is an industrial cooling water system, an industrial metal-based covalent paint, a paint, a flame, a surfactant, a resin ( Resin), photo sensitizer and paper industry, and especially a method for producing 2-n-octyl-4-isothiazolin-3-one represented by the following structural formula (I) useful as antifungal agents, etc. .

Description

2-n-옥틸-4-이소티아졸린-3-온의 제조방법Method for preparing 2-n-octyl-4-isothiazolin-3-one

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

Claims (6)

3,3'-디티오디프로피온산과 티오닐클로라이드를 반응시켜서 다음구조식(Ⅱ)로 표시되는 3,3'-디티오디프로피오닐디클로라이드를 제조하고, 이를 n-옥틸아민과 반응시켜 다음구조식(Ⅲ)으로 표시되는 N,N-디-n-옥틸-3,3'-디티오디프로피온아미드를 제조한 다음, 여기에 다음 구조식(Ⅳ)로 표시되는 설프리할라이드를 첨가하여 유기용매 중에서 고리화시켜서 다음구조식(I)로 표시되는 2-n-옥틸-4-이소티아졸린-3-온을 제조하는 방법3,3'-dithiodipropionic acid and thionyl chloride are reacted to prepare 3,3'-dithiodipropionyldichloride represented by the following formula (II), which is reacted with n-octylamine to form the following formula (III) N, N-di-n-octyl-3,3'-dithiodipropionamide represented by) is prepared, and the sulfprihalides represented by the following structural formula (IV) are added thereto to cyclize them in an organic solvent. Method for preparing 2-n-octyl-4-isothiazolin-3-one represented by the following formula (I) 상기식에서, X는 할로겐 원소를 나타낸다.In the formula, X represents a halogen element. 제1항에 있어서, 상기 3-3'-디티오디프로피온산과 티오닐클로라이드는 1:2 내지 1:4의 몰비로 반응시킴을 특징으로 하는 방법.The method of claim 1, wherein the 3-3'-dithiodipropionic acid and thionyl chloride is reacted in a molar ratio of 1: 2 to 1: 4. 제1항에 있어서, 상기 구조식(Ⅱ)의 화합물과 n-옥틸아민은 1:2 내지 1:4 몰비로 반응시킴을 특징으로 하는 방법.The method of claim 1, wherein the compound of formula II and n-octylamine are reacted at a molar ratio of 1: 2 to 1: 4. 제1항에 있어서, 상기 고리화반응은 상기구조식(Ⅲ)의 화합물과 상기 구조식(Ⅳ)의 화합물을 50℃이하의 반응온도에서 1:1 내지 1:4의 몰비로 반응시켜 시행함을 특징으로 하는 방법.The method of claim 1, wherein the cyclization reaction is carried out by reacting the compound of formula (III) and the compound of formula (IV) in a molar ratio of 1: 1 to 1: 4 at a reaction temperature of less than 50 ℃ How to. 제4항에 있어서, 상기 고리화반응의 반응온도는 -20℃∼50℃로 유지함을 특징으로 하는 방법.The method of claim 4, wherein the reaction temperature of the cyclization reaction is maintained at −20 ° C. to 50 ° C. 6. 제1항에 있어서, 상기 유기용매로는 CH2X2, CHX3, CH2XCH2X 및 CX3CH3(여기서 X는 할로겐원소이다)중에서 선택된 유기할로겐 화합물 사용함을 특징으로 하는 방법.The method of claim 1, wherein the organic solvent is an organic halogen compound selected from CH 2 X 2 , CHX 3 , CH 2 XCH 2 X and CX 3 CH 3 , wherein X is a halogen element. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019910019719A 1991-05-10 1991-11-07 Process for preparing 2-n-4-iso-thiazolin-3-one KR940002711B1 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
KR1019910019719A KR940002711B1 (en) 1991-11-07 1991-11-07 Process for preparing 2-n-4-iso-thiazolin-3-one
PCT/KR1992/000014 WO1992020664A1 (en) 1991-05-10 1992-05-11 A process for preparing 4-isothiazolin-3-one
DE4291487T DE4291487T1 (en) 1991-05-10 1992-05-11 Process for the preparation of 4-isothiazolin-3-one
JP4509538A JPH07119219B2 (en) 1991-05-10 1992-05-11 Method for producing 4-isothiazolin-3-one
GB9323198A GB2274283B (en) 1991-05-10 1992-05-11 A process for preparing 4-isothiazolin-3-one
US08/146,172 US5453507A (en) 1991-05-10 1992-05-11 Process for preparing 4-isothiazolin-3-one

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
KR1019910019719A KR940002711B1 (en) 1991-11-07 1991-11-07 Process for preparing 2-n-4-iso-thiazolin-3-one

Publications (2)

Publication Number Publication Date
KR930010011A true KR930010011A (en) 1993-06-21
KR940002711B1 KR940002711B1 (en) 1994-03-31

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KR1019910019719A KR940002711B1 (en) 1991-05-10 1991-11-07 Process for preparing 2-n-4-iso-thiazolin-3-one

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