KR840008460A - 염기성조건하에 기를 카르복실산으로 산화하는 방법 - Google Patents

염기성조건하에 기를 카르복실산으로 산화하는 방법 Download PDF

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KR840008460A
KR840008460A KR1019840002011A KR840002011A KR840008460A KR 840008460 A KR840008460 A KR 840008460A KR 1019840002011 A KR1019840002011 A KR 1019840002011A KR 840002011 A KR840002011 A KR 840002011A KR 840008460 A KR840008460 A KR 840008460A
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acid
oxidation
oxidized
methyl
carried out
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KR1019840002011A
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KR920003836B1 (ko
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앨런 대니얼즈 윌리엄
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죤 제이 헤이간
아메리칸 사이아나밋드 캄파니
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Priority to KR1019910017899A priority Critical patent/KR920000693B1/ko
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B33/00—Oxidation in general
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/215—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of saturated hydrocarbyl groups
    • 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
    • C07D213/803—Processes of preparation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Pyridine Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
  • Quinoline Compounds (AREA)

Abstract

내용 없음.

Description

염기성조건하에 기를 카르복실산으로 산화하는 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 하기 구조식 (I)의 산화제를 사용하여 알킬기를 카르복실기로 산화시키는 데 있어 상기 방법이 상기 구조식 (I)의 화합물을 하기 구조식 (II)의 화합물과 반응시키는 것으로 구성되며 이 반응이 25-95℃, 염기성 조건하에서 수행되는 방법.
    XmYn(I)
    R-CH3(II)
    상기 식들에서 X는 구리, 코발트 또는 은이며, Y는 산소이며, m은 1 또는 2의 정수이며, n≥m이며, R은 알킬, 아릴알킬 또는 헤테로아릴알킬이다.
  2. 제1항에 있어서, 상기 구조식 (I)의 화합물을 높은 산화 상태에 있는 구리, 코발트 또는 은과 혼합해주고 PH＞9에서 수행하는 방법.
  3. 제1항에 있어서, 상기한 알킬을 염기성조건하에서 반응시키며 상기한 염기성조건이 구리, 코발트 또는 은의 염이나 수산화물 또는 산화물 존재하에 몰과량의 50%-250% 수성차아염소산염으로 구성되며 상기 반응이 PH＞9 이상에서 수행되는 방법.
  4. 제3항에 있어서, 상기 염기성 조건이 CuO 존재하 수성 차아염소산나트륨으로 구성되며; 여기서 2-메틸-3-퀴놀린카르복실산이 2,3-퀴놀린디카르복실산으로 산화되거나; 또는 2-메틸 니코틴산이 2,3-피리딘카르복실산으로 산화되거나; 또는 상기산화가 실시예 6에서와 같은 방법.
  5. 제1항에 있어서, 상기 산화가 상기 구조식 (II)의 화합물을 구리, 코발트 또는 은의 염, 산화물 또는 수산화물과 혼합하고, 상기 혼합물에 50%-250%몰과량의 염소기체를 도입시킨 후 상기산화를 PH＞9에서 수행하는 것으로 구성하는 것으로 구성된 방법.
  6. 제5항에 있어서, 상기 산화가 Cu(OH)2및 염소 기체 존재하에 수행되며; 여기서 2-메틸-니코틴산이 실시예 1에서와 같이 2,3-피리딘카르복실산으로 산화되거나 2-메틸-3-퀴놀린 카르복실산이 실시예 5에서와 같이 2,3-퀴놀린 디카르복실산으로 산화되거나; 0-톨루일산이 실시예 7에서와 같이 프탈산으로 산화되거나 : 3-(3-피리미딜)프로판올이 실시예 8에서와 같이 니코틴산으로 산화되거나 또는 1,2,4-트리메틸벤젠이 실시예 9에서와 같이 1,2,4-벤젠트리카르복실산으로 산화되는 방법.
  7. 제5항에 있어서, 상기 산화가 CuO 존재하에 수행되며; 여기서 2,3-루티딘이 실시예 10에서와 같이 2,3-피리딘-디카르복실산 및 2-메틸니코틴산으로 산화되는 방법.
  8. 제5항에 있어서, 상기 산화가 CuO 존재하에 수행되며; 여기서 2-메틸-3-퀴놀린카르복실산이 실시예 12에서와 같이 2,3-퀴놀린다카르복실산으로 산화되는 방법.
  9. 제1항에 있어서, 상기 산화가 구조식 (II)의 화합물을 수성산화나트륨으로 처리된 구리, 코발트 또는 은 양극을 함유하는 전해조에 첨가한 후 산소발생이 일어나는 전압이하의 전압을, 적용하고; 상기 산화를 PH＞9에서 수행하는 것으로 구성된 방법.
  10. 제9항에 있어서, 상기 산화가 실시예 3에서와 같이 Cu양극 존재하에 수행되며, 2-메틸-3-퀴놀린 카르복실산이 2,3-퀴놀린디카르복실산으로 산화되거나; 또는 상기 산화가 실시예 4에서와 같이 Co 양극 존재하에 수행되며 2-메틸-3-퀴놀린카르복실산이 2,3-퀴놀린디카르복실산으로; 또는 상기 산화가 실시예 11에서와 같이 Ag2O2존재하에 수행되며, 2-메틸-3-퀴놀린카르복실산이 2,3-퀴놀린 디카르복실산으로 산화되는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840002011A 1983-04-18 1984-04-17 염기성 조건하에 알킬기를 카르복실산으로 산화하는 방법 KR920003836B1 (ko)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1019910017899A KR920000693B1 (ko) 1983-04-18 1991-10-11 염기성 조건하에 알킬기를 카르복실산으로 산화하는 방법

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/485,769 US4623726A (en) 1983-04-18 1983-04-18 Method for oxidizing alkyl groups on pyridine, quinoline and benzene ring compounds to carboxylic acids under basic conditions
US485769 1983-04-18

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KR1019910017899A Division KR920000693B1 (ko) 1983-04-18 1991-10-11 염기성 조건하에 알킬기를 카르복실산으로 산화하는 방법

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KR840008460A true KR840008460A (ko) 1984-12-15
KR920003836B1 KR920003836B1 (ko) 1992-05-15

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KR1019840002011A KR920003836B1 (ko) 1983-04-18 1984-04-17 염기성 조건하에 알킬기를 카르복실산으로 산화하는 방법
KR1019910017899A KR920000693B1 (ko) 1983-04-18 1991-10-11 염기성 조건하에 알킬기를 카르복실산으로 산화하는 방법

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US (2) US4623726A (ko)
EP (1) EP0126893B1 (ko)
JP (1) JPS59199637A (ko)
KR (2) KR920003836B1 (ko)
AR (1) AR240910A1 (ko)
AU (1) AU566449B2 (ko)
BR (1) BR8401813A (ko)
CA (1) CA1261845A (ko)
DE (1) DE3478742D1 (ko)
DK (3) DK168211B1 (ko)
ES (1) ES531657A0 (ko)
HU (1) HU200980B (ko)
IE (1) IE57308B1 (ko)
IL (1) IL71466A (ko)
IN (1) IN162865B (ko)
ZA (1) ZA842889B (ko)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4816588A (en) * 1986-09-12 1989-03-28 American Cyanamid Company Method for the preparation of pyridine-2,3-dicarboxylic acids
DE3706792A1 (de) * 1987-03-03 1988-09-15 Basf Ag Verfahren zur herstellung von 7-chlor-chinolin-8-carbonsaeure
JP2743473B2 (ja) * 1988-07-04 1998-04-22 日産化学工業株式会社 ピラゾールカルボン酸類の製造方法
US5202442A (en) * 1988-07-04 1993-04-13 Nissan Chemical Industries, Ltd. Process for preparing pyrazolecarboxylic acid compounds
ES2058625T3 (es) * 1989-03-22 1994-11-01 American Cyanamid Co Metodo para la oxidacion secuencial de quinolinas sustituidas para producir acidos piridin-2,3-dicarboxilicos sustituidos.
US5002641A (en) * 1990-06-28 1991-03-26 Reilly Industries, Inc. Electrochemical synthesis of niacin and other N-heterocyclic compounds
US5928559A (en) * 1995-05-16 1999-07-27 The Procter & Gamble Company Process for the manufacture of hypochlorite bleaching compositions
EP0743279A1 (en) * 1995-05-16 1996-11-20 The Procter & Gamble Company Process for the manufacture of hypochlorite bleaching compositions
PL236815B1 (pl) * 2015-11-09 2021-02-22 Wojciech Bukowski Zastosowanie preparatu antybakteryjnego i antygrzybicznego
EP3782985A1 (en) 2019-08-19 2021-02-24 BASF Agrochemical Products B.V. Process for manufacturing 5-methoxymethylpyridine-2,3-dicarboxylic acid derivatives

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4450055A (en) * 1983-03-30 1984-05-22 Celanese Corporation Electrogenerative partial oxidation of organic compounds
US4496440A (en) * 1984-06-04 1985-01-29 The Dow Chemical Company Oxidation of hydrophobic --CH2 OH compounds at oxidized nickel anodes

Also Published As

Publication number Publication date
DK170154B1 (da) 1995-06-06
EP0126893B1 (en) 1989-06-21
EP0126893A1 (en) 1984-12-05
US4750978A (en) 1988-06-14
DK168623B1 (da) 1994-05-09
DK74193D0 (da) 1993-06-22
IL71466A (en) 1989-12-15
DK74093D0 (da) 1993-06-22
DK74093A (da) 1993-06-22
JPS59199637A (ja) 1984-11-12
IN162865B (ko) 1988-07-16
HU200980B (en) 1990-09-28
IL71466A0 (en) 1984-07-31
DE3478742D1 (en) 1989-07-27
DK198084A (da) 1984-10-19
AU566449B2 (en) 1987-10-22
DK198084D0 (da) 1984-04-17
AR240910A2 (es) 1991-03-27
IE57308B1 (en) 1992-07-15
HUT36771A (en) 1985-10-28
CA1261845A (en) 1989-09-26
JPH0582372B2 (ko) 1993-11-18
BR8401813A (pt) 1984-11-27
AU2689784A (en) 1984-10-25
KR920000693B1 (ko) 1992-01-20
KR920003836B1 (ko) 1992-05-15
AR240910A1 (es) 1991-03-27
DK168211B1 (da) 1994-02-28
ES8506573A1 (es) 1985-08-01
DK74193A (da) 1993-06-22
US4623726A (en) 1986-11-18
ZA842889B (en) 1984-11-28
IE840946L (en) 1984-10-18
ES531657A0 (es) 1985-08-01

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