KR910014353A - 2-클로로-5-메틸-피리딘의 제조방법 - Google Patents

2-클로로-5-메틸-피리딘의 제조방법 Download PDF

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KR910014353A
KR910014353A KR1019910001433A KR910001433A KR910014353A KR 910014353 A KR910014353 A KR 910014353A KR 1019910001433 A KR1019910001433 A KR 1019910001433A KR 910001433 A KR910001433 A KR 910001433A KR 910014353 A KR910014353 A KR 910014353A
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reaction
general formula
methyl
chloride
group
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KR1019910001433A
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KR100210731B1 (ko
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젤리흐 클라우스
카우프만 디터
갈렌캄프 베른트
란쯔쉬 라인하르트
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클라우스 댄너, 롤프 브라운
바이엘 아크티엔게젤샤프트
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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
    • C07D213/61—Halogen atoms or nitro radicals
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

내용 없음

Description

2-클로로-5-메틸-피리딘의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (9)

  1. 하기 일반식(Ⅲ)의 염소화제, 염기성 유기 질소 화합물 및 희석제의 존재하에, -20내지 +120℃의 온도에서 반응을 수행시킨 후, 반응 생성물을 통상의 방법으로 후처리함을 특징으로 하는, 하기 일반식(Ⅱ)의 3-메틸-피리딘-1-옥사이드 및 염소화제로부터 하기 일반식(Ⅰ)의 2-클로로-5-메틸-피리딘을 제조하는 방법.
    상기식에서, A는 산소 또는 그룹[여기서, R2및 R3는 각각 알킬, 사이클로알킬 또는 아릴을 나타내거나 함께는 알칸디일 또는 옥사알칸디일을 나타낸다]을 나타내고, R1은 수소, 염소, 알킬, 사이클로알킬, 아릴 또는 그룹[여기서, R2및 R3는 상기 정의한 바와 같다]을 나타내며, 여기서 R1이 아릴을 나타낼 경우, A는 반드시 그룹을 나타낸다.
  2. 제1항에 있어서, A는 바람직하게는 산소 또는 그룹[여기서, R2및 R3는 각각 C1-8-알킬, C3-6-사이클로알킬 또는 페닐을 나타내거나 함께는 C2-6-알칸디일 또는 C2-5-옥시알칸디일을 나타낸다]을 나타내고, R1은 수소, 염소, C1-8-알킬, C3-6-사이클로알킬, 페닐 또는 그룹[여기서, R2및 R3는 상기 정의한 바람직한 의미를 갖는다]을 나타내며, 여기서, R1이 페닐을 나타낼 경우, A는 반드시 그룹[여기서, R2및 R3는 각각 메틸, 에틸, 프로필, 이소프로필, 부틸, 이소부틸, 사이클로펜틸, 사이클로헥실 또는 페닐을 나타내거나 함께는 부탄-1,4-디일(테트라메틸렌), 펜탄-1,5-디일(펜타메틸렌) 또는 3-옥사-펜탄-1,5-디일(-CH2CH2-O-CH2CH2-)을 나타낸다]을 나타내고, R1은 특히 수소, 염소, 메틸, 에틸, 프로필, 이소프로필, 부틸, 3급 부틸, 1,1,2-트리메틸프로필, 1,1,3,3-테트라메틸부틸, 이소부틸, 사이클로펜틸, 사이클로헥실, 페닐 또는 그룹[여기서, R2및 R3는 상기한 바와 같다]을 나타내며, 여기서 R1이 페닐을 나타낼 경우, A는 반드시 그룹을 나타내는 제1항에 따른 일반식(Ⅲ)의 염소화제를 사용하여 반응을 수행함을 특징으로 하는 방법.
  3. 제1항에 있어서, A가 산소를 나타내고, R1이 염소를 나타내거나 A가 그룹(여기서, R2및 R3는 메틸 또는 에틸을 나타낸다)을 나타내고, R1이 염소 또는 그룹(여기서, R2및 R3는 메틸 또는 에틸을 나타낸다)을 나타내는 제1항에 따른 일반식(Ⅲ)의 염소화제를 사용하여 반응을 수행함을 특징으로 하는 방법.
  4. 제1항에 있어서, 포스겐, 디클로로메틸렌-디메틸암모늄 클로라이드 및 테트라메틸클로로포름아미듐클로라이드, N,N-디메틸-N',N'-디에틸-클로로포름아미듐 클로라이드 및 테트라에틸클로로포름아미듐클로라이드, 피발로일 클로라이드, 2,2,3-트리메틸부티릴클로라이드 및 2,2,4,4-테트라메틸발레릴클로라이드 중에서 선택된 염소화제를 사용하여 반응을 수행함을 특징으로 하는 방법.
  5. 제1내지 6항중 어느 한 항에 있어서, 디에틸아민, 디프로필아민, 디이소프로필아민, 디부틸아민, 디이소부틸아민, 디-2급-부틸아민, 트리메틸아민, 트리에틸아민, 트리프로필아민, 트리부틸아민, 메틸디이소프로필아민, 에틸디이소프로필아민, 디메틸-사이클로펜틸아민, 디에틸-사이클로펜틸아민, 디메틸-사이클로헥실아민, 디에틸-벤질아민, 디에틸-벤질아민 및 디메틸아닐린중에서 선택된 염기성 유기 질소 화합물의 존재하에서 반응을 수행함을 특징으로 하는 방법.
  6. 제1내지 7항중 어느 한 항에 있어서, 희석제로서 불활성 유기 용매의 존재하에서 반응을 수행함을 특징으로 하는 방법.
  7. 제1내지 8항중 어느 한 항에 있어서, -10내지 +60℃의 온도에서 반응을 수행함을 특징으로 하는 방법.
  8. 제1 내지 9항중 어느 한 항에 있어서, 일반식(Ⅱ)의 3-메틸-피리딘-1-옥사이드 1mole당 일반식(Ⅲ)의 염소화제 1내지 10mole 및 염기성 유기질소 화합물 1내지 10mole을 사용함을 특징으로 하는 방법.
  9. 제1 내지 10항중 어느 한 항에 있어서, 일반식(Ⅱ)의 3-메틸-피리딘-1-옥사이드 및 염기성 질소 화합물을 초기에 희석제에 가하고 일반식(Ⅲ)의 염소화제를 계량하여 교반하면서 천천히 가한 후 최종 반응 혼합물을 반응이 종결될 때까지 임의로 추가로 교반함을 특징으로 하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019910001433A 1990-01-31 1991-01-29 2-클로로-5-메틸-피리딘의 제조방법 KR100210731B1 (ko)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
DE4002729 1990-01-31
DE4020053A DE4020053A1 (de) 1990-01-31 1990-06-23 Verfahren zur herstellung von 2-chlor-5-methyl-pyridin
DE4020053.1 1990-06-23
DE40200531 1990-06-23
DE4002729.5 1990-06-23

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KR910014353A true KR910014353A (ko) 1991-08-31
KR100210731B1 KR100210731B1 (ko) 1999-07-15

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US (1) US5103011A (ko)
EP (1) EP0439745B1 (ko)
JP (1) JP2858974B2 (ko)
KR (1) KR100210731B1 (ko)
DE (2) DE4020053A1 (ko)
HU (1) HU205901B (ko)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4020055A1 (de) * 1990-01-18 1991-07-25 Bayer Ag Verfahren zur herstellung von substituierten 2-chlor-pyridinen
DE4217021A1 (de) * 1991-12-13 1993-06-17 Bayer Ag Verfahren zur herstellung von 5-substituierten 2-chlor-pyridinen
DE4311247A1 (de) * 1993-04-06 1994-10-13 Bayer Ag Verfahren zur Herstellung von 2-Halogen-pyridin-derivaten
DE4212595A1 (de) * 1992-02-19 1993-08-26 Bayer Ag Verfahren zur herstellung von 2-chlor-5-methyl-pyridin
US5502194A (en) * 1992-02-19 1996-03-26 Bayer Aktiengesellschaft Process for the preparation of 2-halogeno-pyridine derivatives
WO1996026188A1 (fr) * 1995-02-22 1996-08-29 Sagami Chemical Research Center 2-chloropyridines et procede de fabrication des produits de depart associes
SE0000933D0 (sv) * 2000-03-21 2000-03-21 Independent Pharmaceutica Ab Method of producing 6-substituted (S)-nicotine derivatives and intermediate compounds

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1360438A (fr) * 1963-04-26 1964-05-08 Leuna Werke Veb Procédé pour la préparation de chloro-pyridines et de leurs homologues alcoylsubstitués, et produits conformes à ceux obtenus par le présent procédé ou procédé similaire
US4404388A (en) * 1981-08-14 1983-09-13 Ciba-Geigy Corporation Process for producing 2-chloropyridines
DE3630046A1 (de) * 1986-09-04 1988-03-17 Bayer Ag Verfahren zur herstellung von 5-chlormethylpyridinen
DE3800179A1 (de) * 1988-01-07 1989-07-20 Bayer Ag Verfahren zur herstellung von 2-chlor-5-methyl-pyridin
DE4020055A1 (de) * 1990-01-18 1991-07-25 Bayer Ag Verfahren zur herstellung von substituierten 2-chlor-pyridinen

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Publication number Publication date
DE4020053A1 (de) 1991-08-01
EP0439745A2 (de) 1991-08-07
KR100210731B1 (ko) 1999-07-15
EP0439745B1 (de) 1994-08-03
HUT58699A (en) 1992-03-30
EP0439745A3 (en) 1991-10-16
HU910326D0 (en) 1991-08-28
DE59006697D1 (de) 1994-09-08
HU205901B (en) 1992-07-28
US5103011A (en) 1992-04-07
JPH04330056A (ja) 1992-11-18
JP2858974B2 (ja) 1999-02-17

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