KR910015554A - 2-알킬티오-1,3,4-티아디아졸의 제조 방법 - Google Patents

2-알킬티오-1,3,4-티아디아졸의 제조 방법 Download PDF

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KR910015554A
KR910015554A KR1019910001857A KR910001857A KR910015554A KR 910015554 A KR910015554 A KR 910015554A KR 1019910001857 A KR1019910001857 A KR 1019910001857A KR 910001857 A KR910001857 A KR 910001857A KR 910015554 A KR910015554 A KR 910015554A
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South Korea
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formula
carboxylic acid
acid ester
iii
process according
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KR1019910001857A
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KR0163599B1 (ko
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디이르 한스-요아힘
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귄터 슈마허, 클라우스 댄너
바이엘 아크티엔게젤샤프트
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Publication of KR910015554A publication Critical patent/KR910015554A/ko
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

내용 없음

Description

2-알킬티오-1, 3, 4-티아디아졸의 제조 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 하기 일반식(II)의 카복실산을 포스포릴 클로라이드(POCl3)의 존재하게, -20내지 +120℃의 온도에서 하기 일반식(III)의 디티오카바즈산 에스테르와 반응시킴을 특징으로 하는, 하기 일반식(I)의 2-알킬티오-1, 3, 4-티아디아졸의 제조방법.
    상기식에서,1R은 할로겐으로 임의로 치환된 알킬을 나타내고, R2는 알킬 또는 아르알킬을 나타낸다.
  2. 제1항에 있어서, 0내지 +90℃의 온도에서 반응을 수행하는 방법.
  3. 제1항에 있어서, 카복실산(II)1mole, 당 디티오카바즈산 에스테르(III)0.8내지 1.2mole, 바림직하게는 0.95내지 1.05mole을 사용하는 방법.
  4. 제1항에 있어서, 카복실산(II)1mole 당 포스포릴 클로라이드(POCL3)1내지 10mole, 바람직하게는 1.5내지 5mole을 사용하는 방법.
  5. 제1항에 있어서, R1이 불소; 염소 및/또는 브롬으로 임의로 치환된 C1-4-알킬을 나타내는 일반식(II)의 카복실산을 사용하는 방법.
  6. 제5항에 있어서, R1이 불소 및/또는 염소로 일치환 내지 삼치환된 메틸을 나타내는 일반식(II)의 카복실산을 사용한 방법.
  7. 제1항에 있어서, R2가 C1-4-알킬 또는 벤질을 나타내는 일반식(III)의 디티오카바즈산 에스테르를 사용하는 방법.
  8. 제7항에 있어서, R2가 메틸을 나타내는 일반식(III)의 디티오카바즈산 에스테를 사용하는 방법.
  9. 제1항에 있어서, 일반식(II)의 카복실산 및 일반식(III)의 디티오카바즈산 에스테르를 초기에 도입하고, 포스포릴 클로라이드를 교반하면서 계량하여 천천히 가하는 방법.
  10. 제1항에 있어서, 먼저 일반식(II)의 카복실산을 포스포릴 클로라이드와 혼합한 후, 디티오카바즈산 에스테르를 교반하면서 계량하여 천천히 가하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019910001857A 1990-02-06 1991-02-04 2-알킬티오-1,3,4-티아디아졸의 제조방법 KR0163599B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DEP4003436.4 1990-02-06
DE4003436A DE4003436A1 (de) 1990-02-06 1990-02-06 Verfahren zur herstellung von 2-alkylthio-1,3,4-thiadiazolen
DE40034364 1990-02-06

Publications (2)

Publication Number Publication Date
KR910015554A true KR910015554A (ko) 1991-09-30
KR0163599B1 KR0163599B1 (ko) 1998-12-01

Family

ID=6399499

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019910001857A KR0163599B1 (ko) 1990-02-06 1991-02-04 2-알킬티오-1,3,4-티아디아졸의 제조방법

Country Status (5)

Country Link
US (1) US5162539A (ko)
EP (1) EP0440959B1 (ko)
JP (1) JP3040180B2 (ko)
KR (1) KR0163599B1 (ko)
DE (2) DE4003436A1 (ko)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5898074A (en) * 1997-12-12 1999-04-27 Bayer Corporation Process for preparing 2-(methylthio)-5-(trifluoromethyl) -1,3,4-thiadiazole using methyldithiocarbazinate and a molar excess of trifluoroacetic acid with recovery of trifluoroacetic acid
US5905157A (en) * 1997-12-12 1999-05-18 Bayer Corporation Process for producing 2-(methylthio)-5-(trifluoromethyl)-1,3,4-thiadiazole using methyldithiocarbazinate and trifluoroacetic acid
US6005114A (en) * 1997-12-12 1999-12-21 Bayer Corporation Process for making 2-(methylthio)-5(trifluoromethyl)-1,3,4,-thiadiazole using methyldithiocarbazinate with trifluoroacetic acid with selective removal of 2,5-bis(methylthio)-1,3,4-thiadiazole
EP3194393B1 (en) 2014-09-19 2020-03-11 ISAGRO S.p.A. 1,3,4-thiadiazoles having a herbicidal activity, their agronomical compositions and relative use
US9816044B2 (en) 2016-03-22 2017-11-14 Afton Chemical Corporation Color-stable transmission fluid compositions
CN116102522A (zh) * 2021-11-09 2023-05-12 河南省化工研究所有限责任公司 一种阳离子蓝染料中间体的制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3562284A (en) * 1968-02-05 1971-02-09 American Cyanamid Co 2-(substituted) sulfonyl-5-trifluoromethyl-1,3,4-thiadiazoles
DE3400168A1 (de) * 1984-01-04 1985-07-11 Bayer Ag, 5090 Leverkusen 5-halogenalkyl-1,3,4-thiadiazol-2-yloxyacetamide
DE3422861A1 (de) * 1984-06-20 1986-01-02 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung von heteroaryloxyacetamiden
DE3722320A1 (de) * 1987-07-07 1989-01-19 Bayer Ag Mikrobizide mittel
DE3821597A1 (de) * 1988-06-27 1989-12-28 Bayer Ag 5-difluormethyl-1,3,4-thiadiazol-2-yl- oxyessigsaeureamide, verfahren und 5-difluormethyl-2- methylsulfonyl- bzw. 2- methylthio-1,3,4-thiadiazol als zwischenprodukte zu ihrer herstellung und ihre verwendung als selektivherbizide
DE3821599A1 (de) * 1988-06-27 1989-12-28 Bayer Ag Substituierte thiadiazolyloxyessigsaeureamide

Also Published As

Publication number Publication date
JP3040180B2 (ja) 2000-05-08
DE4003436A1 (de) 1991-08-08
JPH04211072A (ja) 1992-08-03
US5162539A (en) 1992-11-10
DE59004618D1 (de) 1994-03-24
KR0163599B1 (ko) 1998-12-01
EP0440959B1 (de) 1994-02-16
EP0440959A1 (de) 1991-08-14

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