KR970006300A - Process for preparing herbicidal pyrimidine compound having benzylidin aminoester structure - Google Patents

Process for preparing herbicidal pyrimidine compound having benzylidin aminoester structure Download PDF

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KR970006300A
KR970006300A KR1019950021418A KR19950021418A KR970006300A KR 970006300 A KR970006300 A KR 970006300A KR 1019950021418 A KR1019950021418 A KR 1019950021418A KR 19950021418 A KR19950021418 A KR 19950021418A KR 970006300 A KR970006300 A KR 970006300A
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South Korea
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alkyl
compound
formula
halogen
alkylthio
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KR1019950021418A
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KR100376173B1 (en
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임영희
안세창
이병배
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성재갑
주식회사 Lg 화학
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

본 발명은 하기 일반식 (Ⅴ)의 화합물을 용매중에서 염기의 존재하에 하기 일반식 (Ⅵ)의 화합물과 반응시킴을 특징으로 하여, 일반식 (Ⅰ)의 화합물을 제조하는 방법에 관한 것이다.The present invention relates to a process for preparing a compound of formula (I), characterized by reacting a compound of formula (V) with a compound of formula (VI) in the presence of a base in a solvent.

상기 식에서, R1은 수소, 할로겐, 시아노, 니트로, C1-C4알킬, C3-C6시클로알킬, C1-C4알콕시, C2-C4알케닐옥시, C1-C4알킬티오, C1-C4알킬로 치환될 수 있는 아미노, 아릴, 아릴옥시, C1-C4아실 또는 C1-C4아실옥시를 나타내고, n은 1 내지 5를 나타내며, R2는 수소, 할로겐, 시아노, 니트로, C1-C4알킬, C1-C4알콕시, C1-C4알킬티오, C1-C4알콕시카보닐, C2-C4알케닐옥시카보닐, 아릴메톡시카보닐, 헤테로아릴메톡시카보닐, C1-C4알킬아미노카보닐, 디(C1-C4알킬)아미노카보닐, 아릴메틸아미노카보닐, 헤테로아릴메틸아미노카보닐, 또는 R1으로 치환될 수 있는 페닐을 나타내고, X는 할로겐, C1-C3알킬술포닐 또는 아릴술포닐을 나타낸다.Wherein R 1 is hydrogen, halogen, cyano, nitro, C 1 -C 4 alkyl, C 3 -C 6 cycloalkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkenyloxy, C 1 -C 4 alkylthio, amino, aryl, aryloxy, C 1 -C 4 acyl or C 1 -C 4 acyloxy which may be substituted by C 1 -C 4 alkyl, n represents 1 to 5, and R 2 is Hydrogen, halogen, cyano, nitro, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 alkoxycarbonyl, C 2 -C 4 alkenyloxycarbonyl , Arylmethoxycarbonyl, heteroarylmethoxycarbonyl, C 1 -C 4 alkylaminocarbonyl, di (C 1 -C 4 alkyl) aminocarbonyl, arylmethylaminocarbonyl, heteroarylmethylaminocarbonyl, Or phenyl which may be substituted by R 1 , X represents halogen, C 1 -C 3 alkylsulfonyl or arylsulfonyl.

Description

벤질리딘 아미노에스테르 구조를 갖는 제초성 피리미딘 화합물의 제조방법Process for preparing herbicidal pyrimidine compound having benzylidin aminoester structure

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (7)

하기 일반식 (Ⅴ)의 화합물을 용매중에서 염기의 존재하에 하기 일반식 (Ⅵ)의 화합물과 반응시킴을 특징으 하여, 일반식 (Ⅰ)의 화합물을 제조하는 방법.A process for preparing a compound of formula (I), characterized by reacting a compound of formula (V) with a compound of formula (VI) in the presence of a base in a solvent. 상기 식에서, R1은 수소, 할로겐, 시아노, 니트로, C1-C4알킬, C3-C6시클로알킬, C1-C4알콕시, C2-C4알케닐옥시, C1-C4알킬티오, C1-C4알킬로 치환될 수 있는 아미노, 아릴, 아릴옥시, C1-C4아실 또는 C1-C4아실옥시를 나타내고, n은 1 내지 5를 나타내며, R2는 수소, 할로겐, 시아노, 니트로, C1-C4알킬, C1-C4알콕시, C1-C4알킬티오, C1-C4알콕시카보닐, C2-C4알케닐옥시카보닐, 아릴메톡시카보닐, 헤테로아릴메톡시카보닐, C1-C4알킬아미노카보닐, 디(C1-C4알킬)아미노카보닐, 아릴메틸아미노카보닐, 헤테로아릴메틸아미노카보닐, 또는 R1으로 치환될 수 있는 페닐을 나타내고, X는 할로겐, C1-C3알킬술포닐 또는 아릴술포닐을 나타낸다.Wherein R 1 is hydrogen, halogen, cyano, nitro, C 1 -C 4 alkyl, C 3 -C 6 cycloalkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkenyloxy, C 1 -C 4 alkylthio, amino, aryl, aryloxy, C 1 -C 4 acyl or C 1 -C 4 acyloxy which may be substituted by C 1 -C 4 alkyl, n represents 1 to 5, and R 2 is Hydrogen, halogen, cyano, nitro, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 alkoxycarbonyl, C 2 -C 4 alkenyloxycarbonyl , Arylmethoxycarbonyl, heteroarylmethoxycarbonyl, C 1 -C 4 alkylaminocarbonyl, di (C 1 -C 4 alkyl) aminocarbonyl, arylmethylaminocarbonyl, heteroarylmethylaminocarbonyl, Or phenyl which may be substituted by R 1 , X represents halogen, C 1 -C 3 alkylsulfonyl or arylsulfonyl. 제1항에 있어서, 일반식 (Ⅵ)의 화합물을 일반식 (Ⅴ)의 화합물에 대해 2 내지 3몰배량으로 사용함을 특징으로 하는 방법.A process according to claim 1, characterized in that the compound of formula (VI) is used in 2 to 3 molar times relative to the compound of formula (V). 제1항 또는 제2항에 있어서, 염기의 사용량을 일반식 (Ⅴ)의 화합물과 같은 몰배량으로 사용함을 특징으로 하는 방법.The process according to claim 1 or 2, wherein the base is used in the same molar ratio as the compound of formula (V). 제1항에 있어서, 염기가 탄산칼륨, 탄산나트륨, 수소화나트륨 및 탄산수소나트륨 중에서 선택됨을 특징으로 하는 방법.The method of claim 1 wherein the base is selected from potassium carbonate, sodium carbonate, sodium hydride and sodium bicarbonate. 제1항에 있어서, 용매가 테트라하이드로푸란, 디에틸에테르, 디메틸포름아미드 및 디메틸술폭사이드 중에서 선택됨을 특징으로 하는 방법.The method of claim 1 wherein the solvent is selected from tetrahydrofuran, diethyl ether, dimethylformamide and dimethyl sulfoxide. 제1항에 있어서, 반응온도가 실온 내지 100℃임을 특징으로 하는 방법.The method of claim 1, wherein the reaction temperature is from room temperature to 100 ℃. 하기 일반식 (Ⅴ)의 2,6-디아세톡시벤조산 벤질리딘 아미노에스테르 화합물.The 2, 6- diacetoxy benzoic acid benzylidene aminoester compound of the following general formula (V). 상기 식에서, R1은 수소, 할로겐, 시아노, 니트로, C1-C4알킬, C3-C6시클로알킬, C1-C4알콕시, C2-C4알케닐옥시, C1-C4알킬티오, C1-C4알킬로 치환될 수 있는 아미노, 아릴, 아릴옥시, C1-C4아실 또는 C1-C4아실옥시를 나타내고, n은 1 내지 5를 나타내며, R2는 수소, 할로겐, 시아노, 니트로, C1-C4알킬, C1-C4알콕시, C1-C4알킬티오, C1-C4알콕시카보닐, C2-C4알케닐옥시카보닐, 아릴메톡시카보닐, 헤테로아릴메톡시카보닐, C1-C4알킬아미노카보닐, 디(C1-C4알킬)아미노카보닐, 아릴메틸아미노카보닐, 헤테로아릴메틸아미노카보닐, 또는 R1으로 치환될 수 있는 페닐을 나타낸다.Wherein R 1 is hydrogen, halogen, cyano, nitro, C 1 -C 4 alkyl, C 3 -C 6 cycloalkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkenyloxy, C 1 -C 4 alkylthio, amino, aryl, aryloxy, C 1 -C 4 acyl or C 1 -C 4 acyloxy which may be substituted by C 1 -C 4 alkyl, n represents 1 to 5, and R 2 is Hydrogen, halogen, cyano, nitro, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylthio, C 1 -C 4 alkoxycarbonyl, C 2 -C 4 alkenyloxycarbonyl , Arylmethoxycarbonyl, heteroarylmethoxycarbonyl, C 1 -C 4 alkylaminocarbonyl, di (C 1 -C 4 alkyl) aminocarbonyl, arylmethylaminocarbonyl, heteroarylmethylaminocarbonyl, Or phenyl which may be substituted with R 1 . ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019950021418A 1995-07-20 1995-07-20 Process for preparing pyimidine compounds having benzylidine aminoester structure as herbicide KR100376173B1 (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0321846B1 (en) * 1987-12-22 1995-04-19 Kumiai Chemical Industry Co., Ltd. Pyrimidine derivatives, processes for their production, and herbicidal method and compositions
JP2640664B2 (en) * 1988-03-31 1997-08-13 クミアイ化学工業株式会社 Pyrimidine derivatives and herbicides

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