KR900000325A - 벤조일 아세틱 에스테르 유도체 및 그 제조방법 - Google Patents

벤조일 아세틱 에스테르 유도체 및 그 제조방법 Download PDF

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Publication number
KR900000325A
KR900000325A KR1019880007342A KR880007342A KR900000325A KR 900000325 A KR900000325 A KR 900000325A KR 1019880007342 A KR1019880007342 A KR 1019880007342A KR 880007342 A KR880007342 A KR 880007342A KR 900000325 A KR900000325 A KR 900000325A
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South Korea
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general formula
dihalo
nitrobenzoic acid
formula
acid
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KR1019880007342A
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English (en)
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KR910003630B1 (ko
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김유승
박상우
김제철
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전학제
한국과학기술원
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Priority to KR1019880007342A priority Critical patent/KR910003630B1/ko
Priority to JP1014209A priority patent/JPH03101642A/ja
Priority to DE3917904A priority patent/DE3917904C2/de
Publication of KR900000325A publication Critical patent/KR900000325A/ko
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/57—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/58—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton the carbon skeleton being further substituted by halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/56—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • 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
    • 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
    • C07C51/23—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
    • C07C51/245—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of keto groups or secondary alcohol groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/68—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen
    • C07C63/70—Monocarboxylic acids

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

내용 없음.

Description

벤조일 아세틱 에스테르 유도체 및 그 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (14)

  1. 일반식(Ⅰ)로 표시되는 벤조일 아세틱 에스테르 유도체.
    일반식(Ⅰ)에 있어서, R은 메틸, 에틸, 또는 이소프로필기를 표시하며, X는 플루오로 또는 클로로기를 표시한다.
  2. 일반식(Ⅸ)로 표시되는 4,5-디할로-2-니트로벤조산을 할로겐화하여 생성된 중간체에 알킬말로네이트를 금속알콕사이드 존재하에 환류시키는 것을 특징으로 하는 일반식(Ⅰ)의 벤조일 아세틱 에스테르 유도체의 제조방법.
    일반식(Ⅰ)에 있어서, R은 메틸, 에틸 또는 이소프로필기를 표시하며, X는 플루오로 또는 클로로기를 표시하고, 일반식(Ⅸ)에 있어서, X는 플루오로 또는 클로로기를 표시한다.
  3. 제 2 항에 있어서, 할로겐화제로 티오닐클로라이드, 3염화인 또는 5염화인중에서 하나를 선택하여 반응시키는 것을 특징으로 하는 일반식(Ⅰ)의 벤조일 아세틱 에스테르 유도체의 제조방법.
  4. 제 2 항에 있어서, 알킬말로네이트의 알킬로서 메틸, 에틸 또는 이소프로필기로 이루어진 것이 특징인 일반식(Ⅰ)의 벤조일 아세틱 에스테르 유도체의 제조방법.
  5. 제 2 항에 있어서, 금속알콕사이드의 금속으로서 나트륨, 칼륨 또는 마그네슘으로 이루어진 것이 특징인 일반식(Ⅰ)의 벤조일 아세틱 에스테르 유도체의 제조방법.
  6. 일반식(Ⅸ)로 표시되는 신규한 4,5-디할로-2-니트로벤조산.
    일반식(Ⅸ)에 있어서, X는 플루오로 또는 클로로기를 표시한다.
  7. 3,4-디플루오르벤조산을 질산과 황산의 혼산 또는 진한 질산에서 니트로화하는 것을 특징으로 하는 일반식(Ⅸ)의 4,5-디할로-2-니트로벤조산의 제조방법.
    일반식(Ⅸ)에 있어서, X는 플루오르를 표시한다.
  8. 제 7 항에 있어서, 10-30℃에서 30분-1시간동안 니트로화 하는 것을 특징으로 하는 일반식(Ⅸ)의 4,5-디할로-2-니트로벤조산의 제조방법.
  9. 일반식(Ⅹ)의 4,5-디클로로-2-니트로아세토페논을 금속플로라이드와 극성용매 존재하에 반응시켜 얻어진 일반식(ⅩⅠ)의 4-클로로-5-플루오로-2-니트로아세토페논을 제조하는 제 1 공정 및 일반식(ⅩⅠ)의 4-클로로-5-플루오로-2-니트로아세토페논에 나트륨크로메이트를 가하거나 또는 디옥산 용매에서 반응시켜 일반식(Ⅸ)의 4,5-디할로-2-니트로벤조산을 제조하는 제 2 공정으로 이루워진 것이 특징인 일반식(Ⅸ)의 4,5-디할로-2-니트로벤조산의 제조방법.
    일반식(Ⅸ)에 있어서, X는 클로로기를 표시한다.
  10. 제 9 항의 제 1 공정에 있어서, 금속플로라이드의 금속으로 나트륨, 칼륨, 또는 리튬을 선택하는 것을 특징으로 하는 일반식(Ⅸ)의 4,5-디할로-2-니트로벤조산의 제조방법.
  11. 제 9 항의 제 1 공정에 있어서, 극성용매로 디메틸포름아미드 또는 디메틸설폭시드를 선택하는 것을 특징으로 하는 일반식(Ⅸ)의 4,5-디할로-2-니트로벤조산의 제조방법.
  12. 제 9 항의 제 1 공정에 있어서, 100-180℃에서 2-10시간동안 반응시키는 것을 특징으로 하는 일반식(Ⅸ)의 4,5-디할로-2-니트로벤조산의 제조방법.
  13. 제 9 항의 제 2 공정에 있어서, 나트륨크로메이트로 반응할 때에는 아세트산, 황산, 물의 혼합액에서 5-24시간동안 10-30℃에서 반응시키는 것을 특징으로 하는 일반식(Ⅸ)의 4,5-디할로-2-니트로벤조산의 제조방법.
  14. 제 9 항의 제 2 공정에 있어서, 디옥산 용매로 수산화나트륨 수용액과 브롬 및 디옥산용매 혼합액 존재하에 0-10℃에서 1시간 교반시키는 것을 특징으로 하는 일반식(Ⅸ)의 4,5-디할로-2-니트로벤조산의 제조방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019880007342A 1988-06-17 1988-06-17 벤조일 아세틱 에스테르 유도체 및 그 제조방법 KR910003630B1 (ko)

Priority Applications (3)

Application Number Priority Date Filing Date Title
KR1019880007342A KR910003630B1 (ko) 1988-06-17 1988-06-17 벤조일 아세틱 에스테르 유도체 및 그 제조방법
JP1014209A JPH03101642A (ja) 1988-06-17 1989-01-25 ベンゾイル酢酸誘導体、その合成中間体及びそれらの製造方法
DE3917904A DE3917904C2 (de) 1988-06-17 1989-06-01 Benzoylessigsäureester und Verfahren zu seiner Herstellung

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Application Number Priority Date Filing Date Title
KR1019880007342A KR910003630B1 (ko) 1988-06-17 1988-06-17 벤조일 아세틱 에스테르 유도체 및 그 제조방법

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KR900000325A true KR900000325A (ko) 1990-01-30
KR910003630B1 KR910003630B1 (ko) 1991-06-07

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DE (1) DE3917904C2 (ko)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5637765A (en) * 1991-10-31 1997-06-10 Abbott Laboratories Process for the preparation of fluorinated benzoic acids
DE69222055T2 (de) * 1991-10-31 1998-03-19 Abbott Lab Verfahren zur herstellung von fluorinierten benzoesäuren
DE4428535A1 (de) * 1994-08-12 1996-02-15 Bayer Ag Verfahren zur selektiven Herstellung von fluorierten aromatischen Aminen und fluorierte aromatische Amine mit besonders niedrigen Gehalten an defluorierten Anteilen

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US3907808A (en) * 1971-05-17 1975-09-23 Sterling Drug Inc 1,4-Dihydro-4-oxo-7-pyridyl-3-quinolinecarboxylic acid derivatives
US3753993A (en) * 1971-05-17 1973-08-21 Sterling Drug Inc 1,4-dihydro-4-oxo-7-pyridyl-3-quinoline-carboxylic acid derivatives
JPS53141286A (en) * 1977-05-16 1978-12-08 Kyorin Seiyaku Kk Novel substituted quinolinecarboxylic acid
JPS5649382A (en) * 1979-09-28 1981-05-02 Dainippon Pharmaceut Co Ltd 6-fluoro-7-cyclic amino-1,8-naphthylidine derivative and its salt
JPS5746986A (en) * 1980-09-02 1982-03-17 Dai Ichi Seiyaku Co Ltd Pyrido(1,2,3-de)(1,4)benzoxazine derivative
DE3142854A1 (de) * 1981-10-29 1983-05-11 Bayer Ag, 5090 Leverkusen 1-cyclopropyl-6-fluor-1,4-dihydro-4-oxo-7-piperazino-chinolin-3-carbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel
IE55898B1 (en) * 1982-09-09 1991-02-14 Warner Lambert Co Antibacterial agents
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DE3601567A1 (de) * 1986-01-21 1987-07-23 Bayer Ag 7-(azabicycloalkyl)-chinoloncarbonsaeure- und -naphthyridon-carbonsaeure-derivate
DE3606698A1 (de) * 1986-03-01 1987-09-03 Bayer Ag 7-(1-pyrrolidinyl)-chinoloncarbonsaeure -derivate

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DE3917904A1 (de) 1990-05-03
JPH03101642A (ja) 1991-04-26
DE3917904C2 (de) 1993-10-07
KR910003630B1 (ko) 1991-06-07

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