KR940000466A - 4H, 6H-furo [3,4-C] isoxazole derivatives and preparation method thereof - Google Patents

4H, 6H-furo [3,4-C] isoxazole derivatives and preparation method thereof Download PDF

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KR940000466A
KR940000466A KR1019920009552A KR920009552A KR940000466A KR 940000466 A KR940000466 A KR 940000466A KR 1019920009552 A KR1019920009552 A KR 1019920009552A KR 920009552 A KR920009552 A KR 920009552A KR 940000466 A KR940000466 A KR 940000466A
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group
general formula
furo
atom
substituted
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KR950005734B1 (en
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이재현
김형진
이상호
김흥태
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채영복
재단법인 한국화학연구소
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D498/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

본 발명은 식물병원균에 대하여 살균활성을 갖는 다음일반식(Ⅰ)로 표시되는 신규한 4H,6H-푸로〔3,4-c〕이소옥사졸 유도체와 그를 제조하는 방법에 관한 것이다.The present invention relates to a novel 4H, 6H-furo [3,4-c] isoxazole derivative represented by the following general formula (I) having bactericidal activity against phytopathogens and a method for producing the same.

상기식에서, R1은 C1~C6의 알킬기 또는 치환된 페닐기이고, R2는 수소원자 또는 C1~C3알킬기이며, R3는 수소원자, C1∼C4의 알킬기, 페닐기, 할로겐 원자로 치환된 페닐기, 할로겐 원자로 치환된 페닐기, 알데히드기, -CH2-R4의 치환된 메틸기 또는 -CH=N-OR5의 옥심기이며, 여기서, R4는 히드록시기, 알콕시기, 2-피라닐옥시기, 알킬카르보닐옥시기, 할로겐원자또는 아민기이며, R4는 수소원자, 저급알킬기 또는저급알켄기이다.Wherein R 1 is a C 1 to C 6 alkyl group or a substituted phenyl group, R 2 is a hydrogen atom or a C 1 to C 3 alkyl group, R 3 is a hydrogen atom, a C 1 to C 4 alkyl group, a phenyl group, a halogen An phenyl group substituted with an atom, a phenyl group substituted with a halogen atom, an aldehyde group, a substituted methyl group of -CH 2 -R 4 or an oxime group of -CH = N-OR 5 , wherein R 4 is a hydroxy group, an alkoxy group, 2-pyranyl jade It is a time period, an alkylcarbonyloxy group, a halogen atom, or an amine group, R <4> is a hydrogen atom, a lower alkyl group, or a lower alkene group.

Description

4H,6H-푸로〔3,4-c〕이소옥사졸 유도체와 그 제조방법4H, 6H-furo [3,4-c] isoxazole derivatives and preparation method thereof

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

Claims (9)

다음 일반식(I)로 표시되는 4 H,6H-푸로〔3,4-c〕이소옥사졸 유도체.4H, 6H-furo [3,4-c] isoxazole derivative represented by the following general formula (I). 상기식에서, R1은 C1~C6의 알킬기 또는 치환된 페닐기이고, R2는 수소원자 또는 C1~C3알킬기이며, R3는 수소원자, C1∼C4의 알킬기, 페닐기, 할로겐 원자로 치환된 페닐기, 할로겐 원자로 치환된 페닐기, 알데히드기, -CH2-R4의 치환된 메틸기 또는 -CH=N-OR5의 옥심기이며, 여기서, R4는 히드록시기, 알콕시기, 2-피라닐옥시기, 알킬카르보닐옥시기, 할로겐원자또는 아민기이며, R5는 수소원자, 저급알킬기 또는저급알켄기이다.Wherein R 1 is a C 1 to C 6 alkyl group or a substituted phenyl group, R 2 is a hydrogen atom or a C 1 to C 3 alkyl group, R 3 is a hydrogen atom, a C 1 to C 4 alkyl group, a phenyl group, a halogen An phenyl group substituted with an atom, a phenyl group substituted with a halogen atom, an aldehyde group, a substituted methyl group of -CH 2 -R 4 or an oxime group of -CH = N-OR 5 , wherein R 4 is a hydroxy group, an alkoxy group, 2-pyranyl jade It is a time period, an alkylcarbonyloxy group, a halogen atom, or an amine group, R <5> is a hydrogen atom, a lower alkyl group, or a lower alkene group. 제1항에 있어서. R1은 푸로필기 또는 이소프로필기이거나, 염소원자, 불소원자, 메틸기 또는 트리풀루오로메틸기로 치환된 페닐기인 것을 특징으로 하는 4H,6H-푸로〔3,4-c〕이소옥사졸 유도체.The method of claim 1. R 1 is a fluoro group or an isopropyl group, or a phenyl group substituted with a chlorine atom, a fluorine atom, a methyl group or a trifluoromethyl group. 4H, 6H-furo [3,4-c] isoxazole derivative. 제1항에 있어서, R2는 수소원자나 메틸기인 것을 특징으로 하는 4H,5H-푸로〔3,4-c〕이소옥사졸 유도체.The 4H, 5H-furo [3,4-c] isoxazole derivative according to claim 1, wherein R 2 is a hydrogen atom or a methyl group. 제1항에 있어서, R3는 수소원자, 메틸기, 에틸기, 페닐기, 염소원자로 치환된 페닐기, 알데히드기, -CH2R4의 치환된 메틸기 또는 -CH=N-OR5의 옥심기인 것을 특징으로 하는 4H,6H-푸로〔3, 4-c〕이소옥사졸 유도체.R 3 is a hydrogen atom, a methyl group, an ethyl group, a phenyl group, a phenyl group substituted with a chlorine atom, an aldehyde group, a substituted methyl group of -CH 2 R 4 , or an oxime group of -CH = N-OR 5 . 4H, 6H-furo [3, 4-c] isoxazole derivatives. 제4항에 있어서, R4는 히드록시기, 메톡시기, 2-피리딜옥시기, 메틸카르보닐옥시기, 염소원자, 브롬원자, 또는 모르폴리기인 것을 특징으로 하는 4H,6H-푸로〔3,4-c〕이소옥사졸 유도체.The 4H, 6H-furo [3,4-] according to claim 4, wherein R 4 is a hydroxy group, a methoxy group, a 2-pyridyloxy group, a methylcarbonyloxy group, a chlorine atom, a bromine atom, or a morpholic group. c] isoxazole derivatives. 제4항에 있어서, R5는 수소원자, 메틸기, 에틸기, 알릴기인 것을 특징으로 한는 4H,6H-푸로〔3,4-c〕이소옥사졸 유도체.The 4H, 6H-furo [3,4-c] isoxazole derivative according to claim 4, wherein R 5 is a hydrogen atom, a methyl group, an ethyl group or an allyl group. 다음일반식(Ⅰ)로 표시되는 4H,6H-푸로〔3,4-c〕이소옥사졸 유도체를 유효성분으로 함유하여 농원예용으로 사용가능한 고체 또는 액체 담체와 혼합하여 이루어진 농원예용 살균제조성물.A horticultural germicide composition comprising a 4H, 6H-furo [3,4-c] isoxazole derivative represented by the following general formula (I) as an active ingredient and mixed with a solid or liquid carrier usable for farm horticulture. 상기식에서, R1,R2및 R3는 각각 청구 범위 제1항의 일반식(Ⅰ)에서 정의한 바와 같다.Wherein R 1 , R 2 and R 3 are as defined in general formula (I) of claim 1 , respectively. 다음일반식(Ⅱ)로 표시되는 니트로올레핀 화합물과 다음일반식(Ⅲ)으로 표시되는 알콜유도체를 염기 존재하에 반응시켜서 다음일반식(Ⅳ)로 표시되는 니트로화합물을 제조한 다음, 이를 탈수반응시키고 고리화시켜서 다음일반식(Ⅰ)로 표시되는 4H,6H-푸로〔3,4-c〕이소옥사졸 유도체를 제조하는 방법.The nitroolefin compound represented by the following general formula (II) and the alcohol derivative represented by the following general formula (III) are reacted in the presence of a base to prepare a nitro compound represented by the following general formula (IV), which is then dehydrated. A method for producing a 4H, 6H-furo [3,4-c] isoxazole derivative represented by the following general formula (I) by cyclization. 상기식들중에서, R1, R2및 R3는 각각 상기 청구범위 제1항의 일반식(Ⅰ)에서 정의한 바와같다.Wherein R 1 , R 2 and R 3 are each as defined in general formula (I) of claim 1 above. 다음일반식(Ⅰ)의 4H,6H-푸로〔3,4-c〕이소옥사졸 유도체의 중간체인 다음일반식(Ⅳ)로 표시되는 니트로화합물Nitro compound represented by the following general formula (IV) which is an intermediate of the 4H, 6H-furo [3,4-c] isoxazole derivative of the following general formula (I) 상기식들중에서, R1,R2및 R3는 각각 상기 청구범위 제1항의 일반식(Ⅰ)에서 정의한 바와 같다.In the formulas, R 1 , R 2 and R 3 are as defined in general formula (I) of claim 1 , respectively. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019920009552A 1992-06-02 1992-06-02 4h, oh-furo[3,4-c]isoxazole derivatives and process for preparing them KR950005734B1 (en)

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