KR920005715A - 플루오로메틸-치환 피리딘 카보디티오에이트의 제조방법 - Google Patents

플루오로메틸-치환 피리딘 카보디티오에이트의 제조방법

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Publication number
KR920005715A
KR920005715A KR1019910004255A KR910004255A KR920005715A KR 920005715 A KR920005715 A KR 920005715A KR 1019910004255 A KR1019910004255 A KR 1019910004255A KR 910004255 A KR910004255 A KR 910004255A KR 920005715 A KR920005715 A KR 920005715A
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KR
South Korea
Prior art keywords
dabco
trifluoromethyl
dihydropyridine
mole
substituents
Prior art date
Application number
KR1019910004255A
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English (en)
Other versions
KR930008232B1 (ko
Inventor
헤롤드 밀러 윌리엄
조오엘 푸울워 마이클
리 베이스돈 쉐롤
Original Assignee
제임스 클리프튼 보올딩
몬산토 캄파니
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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Publication date
Priority claimed from US07/495,183 external-priority patent/US5099023A/en
Priority claimed from US07/495,184 external-priority patent/US5099024A/en
Application filed by 제임스 클리프튼 보올딩, 몬산토 캄파니 filed Critical 제임스 클리프튼 보올딩
Publication of KR920005715A publication Critical patent/KR920005715A/ko
Application granted granted Critical
Publication of KR930008232B1 publication Critical patent/KR930008232B1/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/83—Thioacids; Thioesters; Thioamides; Thioimides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyrane Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

내용 없음.

Description

플루오로메틸-치환 피리딘 카보디티오에이트의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (22)

  1. 3-, 4-, 5- 및 6-위치에 치환체를 갖고, 2-위치에 트리플루오로메틸 치환체를 갖는 디하이드로피리딘 출발물을 1,4-디아지비시클로-[2.2.2]-옥탄(DABCO) 0.5몰이나 또는 촉매량의 1,4-디아자비시클로-[2.2.2]-옥탄(DABCO)과 접촉 반응시키고 탈불화수소반응(dehydrofluorination)이 완전히 진행되도록 충분한 양의 부가적인 염기를 넣어 4-(저급알킬)-2-디플루오로메틸-6-트리플루오로메틸-3,5-피리딘 디카보티오산 저급알킬 에스테르를 제조하는 방법.
  2. 3-, 4-, 5- 및 6-위치에 치환체를 갖고 2-위치에 트리플루오로메틸 치환체를 갖는 디하이드로피리딘 출발물을 촉매량의 1,4-디아자비시클로-[2.2.2]-옥탄(DABCO)과 접촉 반응시키고 탈불화수소반응이 완전히 진행되도록 충분한 양의 부가적인 염기를 첨가하여 4-(저급알킬)-2-디플루오로메틸-6-트리플루오로메틸-3,5-피리딘디카보티오산 저급알킬 에스테르를 제조하는 방법.
  3. 제 2 항에 있어서, DABCO의 촉매량은 출발물인 디하이드로피리딘의 몰에 대하여 0.01-0.50임을 특징으로 하는 방법.
  4. 제 2 항에 있어서, DABCO의 촉매량은 출발물인 디하이드로피리딘의 몰에 대하여 0.05-0.20임을 특징으로 하는 방법.
  5. 제 4 항에 있어서, 반응은 불활성의 비양자성 용매중(inert aprotic solvent)에서 일어남을 특징으로 하는 방법.
  6. 제 5 항에 있어서, 비양자성 용매는 벤젠, 톨루엔, 크실렌, 시클로헥산, 모노클로로벤젠 및 부티로니트릴에서 선택됨을 특징으로 하는 방법.
  7. 제 4 항에 있어서, 부가적인 염기는 K2CO3, Na2CO3, 트리에틸아민 및 트리부틸아민에서 선택됨을 특징으로 하는 방법.
  8. 제 7 항에 있어서, 부가적인 염기는 K2CO3임을 특징으로 하는 방법.
  9. 제 4 항에 있어서, 반응은 산소분자 부재하에서 일어남을 특징으로 하는 방법.
  10. 제 2 항 내지 제 9 항 중의 어느항에 있어서, 피리딘 디카보티오산 에스테르는 2-디플루오로메틸-6-트리플루오로메틸-4-(2-메틸프로필)-3,5-피리딘디카보티오산, S,S-디메틸에스테르임을 특징으로 하는 방법.
  11. 3-, 4-, 5위치 및 6-위치에 치환체를 갖고 2-위치에 트리플루오로메틸 치환체를 갖는 디하이드로피리딘 출발물을 1,4-디아자비시클로-[2.2.2]-옥탄(DABCO) 0.5몰과 접촉반응시켜 4-(저급알킬)-2-디플루오로메틸-6-트리플루오로메틸-3,5-피리딘 디카보티오산 저급알킬 에스테르를 제조하는 방법.
  12. 제 11 항에 있어서, DABCO양은 출발물인 디하이드로 피리딘의 몰에 대하여 1.0배로 사용됨을 특징으로 하는 방법.
  13. 제 12 항에 있어서, DABCO는 수용액 형태로 사용됨을 특징으로 하는 방법.
  14. 제 11 항에 있어서, DABCO는 수용액 형태로 사용됨을 특징으로 하는 방법.
  15. 제 14 항에 있어서, 비양자성 용매는 벤젠, 톨루엔, 크실렌, 시클로헥산, 모노클로로벤젠 및 부티로니트릴에서 선택됨을 특징으로 하는 방법.
  16. 제 11 항에 있어서, 반응은 산소분자의 부재하에서 진행됨을 특징으로 하는 방법.
  17. 3-, 4-, 5-위치 및 6-위치에 치환체를 갖고 2-위치에 트리플루오로메틸 치환체를 갖는 디하이드로 피리딘 출발물을 1,4-디아자비시클로-[2.2.2]-옥탄(DABCO) 0.5몰과 접촉반응시켜 2-디플루오로메틸-6-트리플루오로메틸-4-(2-메틸프로필)-3,5-피리딘디카보티오산, S,S-디메틸에스테르를 제조하는 방법.
  18. 제 17 항에 있어서, DABCO양은 출발물인 디하이드로피리딘의 몰에 대하여 1.0배로 사용됨을 특징으로 하는 방법.
  19. 제 18 항에 있어서, DABCO는 수용액 형태로 사용됨을 특징으로 하는 방법.
  20. 제 17 항에 있어서, 반응은 불활성의 비양자성 용매중에서 진행됨을 특징으로 하는 방법.
  21. 제 20 항에 있어서, 비양자성 용매는 벤젠, 톨루엔, 크실렌, 시클로헥산, 모노클로로벤젠 및 부티로니트릴에서 선택됨을 특징으로 하는 방법.
  22. 제 17 항에 있어서, 반응은 산소분자의 존재하에서 진행됨을 특징으로 하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019910004255A 1990-03-19 1991-03-18 플루오로메틸-치환 피리딘 카보디티오에이트의 제조방법 KR930008232B1 (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US07/495,183 US5099023A (en) 1990-03-19 1990-03-19 Process for preparation of fluoromethyl-substituted pyridine carbodithioates
US495184 1990-03-19
US07/495,184 US5099024A (en) 1990-03-19 1990-03-19 Process for preparation of fluoromethyl-substituted pyridine carbodithioates
US495183 1990-03-19

Publications (2)

Publication Number Publication Date
KR920005715A true KR920005715A (ko) 1992-04-03
KR930008232B1 KR930008232B1 (ko) 1993-08-27

Family

ID=27051674

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019910004255A KR930008232B1 (ko) 1990-03-19 1991-03-18 플루오로메틸-치환 피리딘 카보디티오에이트의 제조방법

Country Status (9)

Country Link
EP (1) EP0448541B1 (ko)
JP (1) JP2514283B2 (ko)
KR (1) KR930008232B1 (ko)
AT (1) ATE130608T1 (ko)
AU (1) AU630545B2 (ko)
CA (1) CA2038445C (ko)
DE (1) DE69114742D1 (ko)
HU (1) HU210336B (ko)
IL (1) IL97582A (ko)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE130606T1 (de) * 1990-03-19 1995-12-15 Rohm & Haas Verfahren zur herstellung von fluormethyl- substituierten dihydropyridin-carbodithioaten.
US5055583A (en) * 1990-03-19 1991-10-08 Monsanto Company Process for preparation of fluoromethyl-substituted piperidine carbodithioates
US5051512A (en) * 1990-03-19 1991-09-24 Monsanto Company Process for preparation of fluoromethyl-substituted piperidine carbodithioates
JP5861763B1 (ja) 2014-11-12 2016-02-16 第一精工株式会社 電気コネクタおよびその製造方法
JP6239493B2 (ja) 2014-12-12 2017-11-29 第一精工株式会社 電気コネクタ

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES535014A0 (es) * 1983-08-11 1985-08-01 Monsanto Co Un procedimiento para preparar derivados de piridina sustituidos en las posiciones 2 y 6
US4785129A (en) * 1988-02-16 1988-11-15 Monsanto Company Methyl 4,4,4-trifluoro-3-oxo-butanethioate
ATE130606T1 (de) * 1990-03-19 1995-12-15 Rohm & Haas Verfahren zur herstellung von fluormethyl- substituierten dihydropyridin-carbodithioaten.
US5055583A (en) * 1990-03-19 1991-10-08 Monsanto Company Process for preparation of fluoromethyl-substituted piperidine carbodithioates
US5051512A (en) * 1990-03-19 1991-09-24 Monsanto Company Process for preparation of fluoromethyl-substituted piperidine carbodithioates

Also Published As

Publication number Publication date
CA2038445A1 (en) 1991-09-20
AU630545B2 (en) 1992-10-29
HU910876D0 (en) 1991-09-30
HUT56822A (en) 1991-10-28
ATE130608T1 (de) 1995-12-15
IL97582A (en) 1994-12-29
DE69114742D1 (de) 1996-01-04
EP0448541B1 (en) 1995-11-22
EP0448541A3 (en) 1992-03-11
JPH0641082A (ja) 1994-02-15
JP2514283B2 (ja) 1996-07-10
EP0448541A2 (en) 1991-09-25
CA2038445C (en) 1997-09-30
KR930008232B1 (ko) 1993-08-27
HU210336B (en) 1995-03-28
AU7350491A (en) 1991-09-19

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