KR970064298A - Substituted quinazoline derivatives, methods for their preparation and their use as herbicides - Google Patents

Substituted quinazoline derivatives, methods for their preparation and their use as herbicides Download PDF

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Publication number
KR970064298A
KR970064298A KR1019960003366A KR19960003366A KR970064298A KR 970064298 A KR970064298 A KR 970064298A KR 1019960003366 A KR1019960003366 A KR 1019960003366A KR 19960003366 A KR19960003366 A KR 19960003366A KR 970064298 A KR970064298 A KR 970064298A
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South Korea
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formula
compound
alkyl
solvent
base
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KR1019960003366A
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Korean (ko)
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안세창
이병배
이성민
배재순
김정수
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성재갑
주식회사 Lg 화학
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Priority to KR1019960003366A priority Critical patent/KR970064298A/en
Publication of KR970064298A publication Critical patent/KR970064298A/en

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Abstract

본 발명은 하기 일반식 (I)로 표시되는 신규한 제초성 퀴나졸린 유도체, 그의 제조방법 및 이 화합물을 활성성분으로 함유하는 제초제 조성물에 관한 것이다.The present invention relates to a novel herbicidal quinazoline derivative represented by the following general formula (I), a process for producing the same, and a herbicidal composition containing the compound as an active ingredient.

상기 식에서 A는 수소, C-C알킬, C-C알케닐, 또는 C-C알킬, C-C알콕시 및 C-C알콕시카르보닐 중에서 선택된 1 또는 2개의 그룹에 의해 치환되거나 비치환된 피리딘, 피리미딘 또는 티아졸의 헤테로환을 나타내고, X는 산소 또는 황을 나타내며, R은 C-C알킬, C-C알케닐 또는 C-C알킬카르보닐메틸을 나타낸다.Wherein A is hydrogen, C -C Alkyl, C -C Alkenyl, or C -C Alkyl, C -C Alkoxy and C -C Pyrimidine or thiazole, X represents oxygen or sulfur, and R represents C < RTI ID = 0.0 > -C Alkyl, C -C Alkenyl or C -C Alkylcarbonylmethyl.

Description

치환된 퀴나졸린 유도체, 그의 제조방법 및 제초제로서의 용도Substituted quinazoline derivatives, methods for their preparation and their use as herbicides

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is a trivial issue, I did not include the contents of the text.

Claims (9)

하기 일반식 (I)의 퀴나졸린 유도체 :A quinazoline derivative of the general formula (I) 상기식에서, A는 수소, C1-C4알킬. C1-C4알케닐, 또는 C1-C4알킬, C1-C4알콕시 및 C1-C4알콕시카르보닐 중에서 선택된 1 또 는 2개의 그룹에 의해 치환되거나 비치환된 피리딘, 피라미딘 또는 티아졸의 혜데로환을 나타내고, x는 산소 또는 황을 나타내며, R은 C1-C4알킬, C1-C4알케닐 또는 C1-C4알킬카로보닐메틸을 나타낸다.Wherein, A is hydrogen, C 1 -C 4 alkyl. C 1 -C 4 alkenyl, or pyridine substituted or unsubstituted by one or two groups selected from C 1 -C 4 alkyl, C 1 -C 4 alkoxy and C 1 -C 4 alkoxycarbonyl, pyramidine Or thiazole, x represents oxygen or sulfur, and R represents C 1 -C 4 alkyl, C 1 -C 4 alkenyl or C 1 -C 4 alkylcarbonylmethyl. 하기 일반식 (I-1)화합물의 수산화기를 염기 및 용매 존재하에 일반식 (Ⅳ)의 화합물과 친핵성 치환 반응시킴을 특징으로 하여 하기일반식 (I-2)의 화합물을 제조하는 방법.A process for preparing a compound of the following formula (I-2), characterized in that the hydroxyl group of the compound of the following formula (I-1) is subjected to a nucleophilic substitution reaction with the compound of the formula (IV) in the presence of a base and a solvent. 상기 식에서, R은 제1항에서 정의한 바와 같고, A'는 제1항에서 정의한 A와 같으나, 단 수소는 제외하면, Q는 불소, 염소 브롬, 요오드를 나타낸다.Wherein R is as defined in claim 1 and A 'is the same as defined in claim 1, with the exception of hydrogen, Q represents fluorine, chlorine bromine or iodine. 제2항에 있어서, 일반식 (I-1)의 화합물이 하기 일반식 (Ⅱ)의 화합물을 용매 및 염기의 존재하에 하기 일반식 (Ⅲ)의 화합물과 친핵성 치환반응시켜 제조되는 방법.A process according to claim 2, wherein the compound of formula (I-1) is prepared by nucleophilic substitution reaction of a compound of formula (II) with a compound of formula (III) in the presence of a solvent and a base. 제2항 또는 3항에 있어서, 용매가 디클로로메탄, 클로로포롬, 사염화탄소, 테트라하이드로푸란, 디에틸에테르, 디메틸포름아미드, 디메틸설폭사이드, 벤젠 및 톨루엔 중에서 선택된 1종 이상의 방법.4. The method according to claim 2 or 3, wherein the solvent is selected from the group consisting of dichloromethane, chloroform, carbon tetrachloride, tetrahydrofuran, diethyl ether, dimethylformamide, dimethylsulfoxide, benzene and toluene. 제2항 또는 3항에 있어서, 염기가 탄산칼륨, 탄산나트륨, 수소화나트륨 및 탄산수소나튜륨 중에서 선택된 1종 이상인 방법.4. The process according to claim 2 or 3, wherein the base is at least one selected from potassium carbonate, sodium carbonate, sodium hydride and hydrogen carbonate or ternary. 제2항 또는 3항에 있어서, 반응온도가 상온 내지 150℃인 방법.3. The method according to claim 2 or 3, wherein the reaction temperature is room temperature to 150 ° C. 하기 구조식(Ⅵ)화합물의 수산기를 용매 및 염기 존재하에 하기 일반식 (Ⅲ)의 화합물과 친핵성 치환반응시킴을 특징으로 하여 하기 일반식 (I-3)의 화합물을 제조하는 방법.A process for producing a compound represented by the following general formula (I-3), characterized by subjecting a hydroxyl group of the following structural formula (VI) to a nucleophilic substitution reaction with a compound represented by the following general formula (III) in the presence of a solvent and a base. 상기 식에서, A 및 R은 제1항에서 정의한 바와 같고, Q는 제2항에서 정의한 바와 같다.Wherein A and R are as defined in claim 1 and Q is as defined in claim 2. 제7항에 있어서, 일반식 (Ⅵ)의 화합물이 하기 구조식 (Ⅴ)의 디메틸퀴나졸린 화합물을 메타클로로퍼벤조산으로 처리하여 수득한 것인 방법.8. A process according to claim 7, wherein the compound of formula (VI) is obtained by treatment of the dimethylquinazoline compound of formula (V) with metachloroperbenzoic acid. 제1항에 따른 일반식 (I)의 퀴나졸린 유도체를 활성성분으로 함유하는 제초제 조성물.A herbicidal composition comprising as an active ingredient a quinazoline derivative of general formula (I) according to claim 1. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: It is disclosed by the contents of the first application.
KR1019960003366A 1996-02-12 1996-02-12 Substituted quinazoline derivatives, methods for their preparation and their use as herbicides KR970064298A (en)

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS52156858A (en) * 1976-06-22 1977-12-27 Takeda Chem Ind Ltd Quinazoline derivatives, their preparation and herbicides containing same
JPS5615296A (en) * 1979-07-17 1981-02-14 Otsuka Pharmaceut Co Ltd Quinazoline derivative
US4612305A (en) * 1981-07-31 1986-09-16 Bayer Aktiengesellschaft Combating pests with oxo-quinazoline-(thiono)-phosphoric(phosphonic) acid esters and ester-amides
JPS646261A (en) * 1987-03-31 1989-01-10 Nisshin Flour Milling Co 4-thioquinazoline derivative, its production and antiulcer agent containing said derivative as active component
EP0326329A2 (en) * 1988-01-29 1989-08-02 DowElanco Quinazoline derivatives
JPH0356469A (en) * 1989-04-20 1991-03-12 Ici Australia Ltd Herbicide sulfoneamide derivative
US5373011A (en) * 1992-06-11 1994-12-13 American Cyanamid Company Substituted quinazoline fungicidal agents

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS52156858A (en) * 1976-06-22 1977-12-27 Takeda Chem Ind Ltd Quinazoline derivatives, their preparation and herbicides containing same
JPS5615296A (en) * 1979-07-17 1981-02-14 Otsuka Pharmaceut Co Ltd Quinazoline derivative
US4612305A (en) * 1981-07-31 1986-09-16 Bayer Aktiengesellschaft Combating pests with oxo-quinazoline-(thiono)-phosphoric(phosphonic) acid esters and ester-amides
JPS646261A (en) * 1987-03-31 1989-01-10 Nisshin Flour Milling Co 4-thioquinazoline derivative, its production and antiulcer agent containing said derivative as active component
EP0326329A2 (en) * 1988-01-29 1989-08-02 DowElanco Quinazoline derivatives
JPH0356469A (en) * 1989-04-20 1991-03-12 Ici Australia Ltd Herbicide sulfoneamide derivative
US5373011A (en) * 1992-06-11 1994-12-13 American Cyanamid Company Substituted quinazoline fungicidal agents

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