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KR830007574A - 5-메틸-4-이미다졸 카복실산 에스테르의 제조방법 - Google Patents

5-메틸-4-이미다졸 카복실산 에스테르의 제조방법 Download PDF

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Publication number
KR830007574A
KR830007574A KR1019810003790A KR810003790A KR830007574A KR 830007574 A KR830007574 A KR 830007574A KR 1019810003790 A KR1019810003790 A KR 1019810003790A KR 810003790 A KR810003790 A KR 810003790A KR 830007574 A KR830007574 A KR 830007574A
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KR
South Korea
Prior art keywords
formaldehyde
reacted
acid
hydroxyiminoacetoacetate
formula
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KR1019810003790A
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English (en)
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KR880001316B1 (ko
Inventor
그레보이스 헤롤드
제임스 케스퍼 로마스
델리챈드 베이드야 프래풀
Original Assignee
리챠드 도미니크 포기오
스미스 클라인 코포레이숀
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Publication of KR830007574A publication Critical patent/KR830007574A/ko
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Publication of KR880001316B1 publication Critical patent/KR880001316B1/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Cephalosporin Compounds (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

내용 없음

Description

5-메틸-4-이미다졸 카복실산 에스테르의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (8)

  1. 일반식(1)의 아세토아세테이트를 아질산과 반응시키고, 생성된 일반식(2)의 2-하이드록시이미노 아세토아세테이트를 포름알데히드 및 무기산과 반응시킨 후 생성된 일반식(3)의 α, β-디옥소부티레이트를 암모니아수 및 포름알데히드와 pH 약 3 내지 5에서 반응시킴이 3단계를 2-하이드록시이미노아세토아세테이트 또는 α, β-디옥소부티레이트 중간물질을 분리시키지 않고 시행함을 특징으로 하여, 일반식(4)의 화합물을 제조하는 방법.
    상기중 식 R은 탄소원자 1 내지 4의 저급알킬 또는 벤질이다.
  2. 제1항에 있어서, 2-하이드록시이미노아세토아세테이트를 포름알데히드 및 염산과 반응시키는 방법.
  3. 제1항에 있어서, 하이드록시이미노화합물을 포름알데히드/염산용액에 가함으로써 2-하이드록시이미노아세토아세테이트를 포름알데히드 및 염산과 반응시키는 방법.
  4. 제1항에 있어서, 염산을 2-하이드록시이미노아세토아세테이트 및 포름알데히드 현탁액에 약 0 내지 15°에서 가하는 방법.
  5. 제1항에 있어서, 나트륨나이트라이트를 산과 반응시킴으로써 제조되는 방법.
  6. 제5항에 있어서, 산이 아세트산인 방법.
  7. 제5항에 있어서, 아세토아세테이트를 나트륨나이트라이트 및 아세트산과 약 0 내지 15°에서 반응시키는 방법.
  8. 일반식(2)의 2-하이드록시이미노아세토아세테이트를 포름알데히드 및 무기산과 반응시킨 후, 생성된 일반식(3)의 α, β-디옥소부티레이트를 암모니아수 및 포름알데히드와 pH 약 3 내지 5에서 반응시키며 이 반응을 아세테이트 또는 α, β-디옥소부티레이트 중간물질을 분리시키지 않고 시행함을 특징으로 하여 일반식(4)의 화합물을 제조하는 방법.
    상기중 식 R은 탄소원자 1 내지 4의 저급알킬, 또는 벤질이다.
    ※참고사항:최초출원 내용에 의하여 공개하는 것임.
KR1019810003790A 1980-10-08 1981-10-07 5-메틸-4-이미다졸카복실산 에스테르의 제조방법 KR880001316B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US195278 1980-10-08
US06/195,278 US4328349A (en) 1980-10-08 1980-10-08 Process for preparing 5-methyl-4-imidazolecarboxylic acid esters
US95278 2002-03-11

Publications (2)

Publication Number Publication Date
KR830007574A true KR830007574A (ko) 1983-11-04
KR880001316B1 KR880001316B1 (ko) 1988-07-23

Family

ID=22720775

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019810003790A KR880001316B1 (ko) 1980-10-08 1981-10-07 5-메틸-4-이미다졸카복실산 에스테르의 제조방법

Country Status (10)

Country Link
US (1) US4328349A (ko)
EP (1) EP0049638B1 (ko)
JP (1) JPS5793964A (ko)
KR (1) KR880001316B1 (ko)
AT (1) ATE26265T1 (ko)
DE (1) DE3176061D1 (ko)
DK (1) DK399681A (ko)
GR (1) GR75373B (ko)
IE (1) IE52370B1 (ko)
YU (1) YU241781A (ko)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4499283A (en) * 1982-06-28 1985-02-12 American Cyanamid Company Process for preparing 1-substituted-6-n-propyl-8-methylimidazo[1,5-d]-as-triazin-4-(3H)-ones
US5138069A (en) * 1986-07-11 1992-08-11 E. I. Du Pont De Nemours And Company Angiotensin II receptor blocking imidazoles
US5210079A (en) * 1988-01-07 1993-05-11 E. I. Du Pont De Nemours And Company Treatment of chronic renal failure with imidazole angiotensin-II receptor antagonists
US4880804A (en) * 1988-01-07 1989-11-14 E. I. Du Pont De Nemours And Company Angiotensin II receptor blocking benzimidazoles
US5354867A (en) * 1988-12-06 1994-10-11 E. I. Du Pont De Nemours And Company Angiotensin II receptor blocking imidazoles
AU645022B2 (en) * 1989-06-30 1994-01-06 E.I. Du Pont De Nemours And Company Fused-ring aryl substituted imidazoles
WO1991009022A1 (en) * 1989-12-12 1991-06-27 Novosibirsky Institut Organicheskoi Khimii Sibirskogo Otdelenia Akademii Nauk Sssr 2,2-dialkyl-2h-imidazole-1-oxides and method of obtaining them
WO1991011439A1 (en) * 1990-01-24 1991-08-08 Novosibirsky Institut Organicheskoi Khimii Sibirskogo Otdelenia Akademii Nauk Sssr Derivatives of 4-amino-3-imidazoline-1-oxyl and method of preparation

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1341375A (en) * 1969-11-19 1973-12-19 Smith Kline French Lab Aminoalkylimidazoles and process for their production
US3715365A (en) * 1971-02-08 1973-02-06 Jefferson Chem Co Inc Imidazole synthesis
GB1338169A (en) * 1971-03-09 1973-11-21 Smith Kline French Lab Ureas thioureas and guanidines
GB1401284A (en) * 1971-11-13 1975-07-16 Beecham Group Ltd Imidazole insecticides
US4134983A (en) * 1975-03-03 1979-01-16 Merck & Co., Inc. 3-amino-2-or-propoxyaryl substituted imidazoles
DE2558517C2 (de) * 1975-12-24 1983-11-03 Basf Ag, 6700 Ludwigshafen Verfahren zur Herstellung von 4-Methyl-imidazol-5-carbonsäureisopropylester

Also Published As

Publication number Publication date
EP0049638A1 (en) 1982-04-14
EP0049638B1 (en) 1987-04-01
DK399681A (da) 1982-04-09
IE812346L (en) 1982-04-08
IE52370B1 (en) 1987-09-30
YU241781A (en) 1984-02-29
KR880001316B1 (ko) 1988-07-23
JPS5793964A (en) 1982-06-11
GR75373B (ko) 1984-07-13
ATE26265T1 (de) 1987-04-15
US4328349A (en) 1982-05-04
DE3176061D1 (de) 1987-05-07

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