KR890011850A - 치환된 퀴놀린 및 신놀린 - Google Patents

치환된 퀴놀린 및 신놀린 Download PDF

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KR890011850A
KR890011850A KR1019890000873A KR890000873A KR890011850A KR 890011850 A KR890011850 A KR 890011850A KR 1019890000873 A KR1019890000873 A KR 1019890000873A KR 890000873 A KR890000873 A KR 890000873A KR 890011850 A KR890011850 A KR 890011850A
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알렌 드레이코른 배리
필 쥬르단 글렌
조오지 서르 로버트
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매리 앤 터커
일라이 릴리 앤드 캄파니
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Abstract

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Description

치환된 퀴놀린 및 신놀린
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (11)

  1. 일반식(1)의 화합물 또는 이의 산부가염, 또는 일반식(1) 화합물의 N-옥사이드(여기서, W는 CR5이다)[단, 화합물 N-[4-(4-클로로페닐)부틸]-7-클로로-4-퀴놀린아민 및 N-(2-페닐에틸)-4-퀴놀린 아민은 제외한다].
    상기식에서, R1내지 R4는 각각 H, 할로, (C1-C4)알킬, 측쇄(C3-C4)알킬, 할로(C1-C4)알킬, (C1-C4)알콕시, NO2또는 NH2이며, R1내지 R4중 둘 이상이 H이거나, R2내지 R4중 하나가 -NR7-Y-Ar 또는 O-Y-Ar이고 R1내지 R4중 나머지가 H이며, W는 N 또는 CR5이고, R5는 H, CH3, Cl, O-Y-Ar 또는 -NR7-Y-Ar이며, R6는 H, CH3, Cl 또는 Br이고, A는 -O-Alk 또는 -X-Y-Ar이며, Alk는 할로, 할로(C1-C4)알콕시, (C3-C8)사이클로알킬, 하이드록시 또는 아세틸로 임의 치환된, 포화되거나 불포화된 직쇄 또는 측쇄의 (C2-C18)탄화수소 쇄이고, X는 O, NR7또는 CR8R9이며, 단, R2내지 R5중 하나가 NR7-Y-Ar 또는 O-Y-Ar일 경우, X-Y-Ar은 동일한 그룹이고, R7은 H, (C1-C4)알킬 또는 아세틸이며, R8및 R9는 각각 H, (C1-C4)알킬, (C1-C4)아실, 할로 또는 OH이거나, R8및 R9가 결합하여 포화되거나 불포화된 (C3-C7)카보사이클릭 환을 형성하고, Y는 임의로 O, S, SO,SO2또는 NR7그룹 또는 포화되거나 불포화된 (C3-C7)카보사이클릭 환을 포함하거나, (C1-C3)알킬, (C2-C4)알케닐, 페닐(C3-C8)사이클로알킬, 하이드록시, 할로 또는 (C1-C4)아실로 치환된 (C2-C8)알킬렌 쇄이고 Ar은 1,3-벤조디옥솔릴 ; 플루오레닐 ; 피리딜 ; 이미다졸릴 ; 인돌릴 ; CH3또는 Cl로 임의 치환된 티에닐; 타아졸릴 ; 사이클로펜틸 ; 1-메틸사이클로펜틸 ; 사이클로헥세닐(헥사하이드로페닐) ; 사이클로헥실(테트라하이드로페닐) ; 나프틸 ; 디하이드로나프틸 ; 테트라하이드로나프틸 ; 데카하이드로나프틸 ; 또는 일반식
    의 그룹이며,
    R10내지 R14는 각각 H, 할로, I, (C1-C10)알킬, 측쇄(C3-C8)알킬, 할로(C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알콕시, 페녹시, 치환된 페녹시, 페닐티오, 치환된 페닐티오, 페닐, 치환된 페닐, NO2, NH2, 아세톡시, OH, CN, 또는 SiR15R16R17또는 OSiR15R16R17이고, R15, R16및 R17은 각각 (C1-C4)알킬 또는 (C3-C4)측쇄 알킬이며, 단, 각각의 R10내지 R14가 F, CH3또는 H가 아닐 경우, R10내지 R14중 둘 이상이 수소이다.
  2. 일반식(1a)의 화합물 또는 이의 산부가염, 또는 일반식(1a) 화합물의 N-옥사이드(여기서, W는 CR5이다)[단, 화합물 N-[4-(4-클로로페닐)부틸]-7-클로로-4-퀴놀린아민 및 N-(2-페닐에틸)-4-퀴놀린아민은 제외한다].
    상기식에서, R1내지 R4는 각각 H, 할로, (C1-C4)알킬, 측쇄(C3-C4)알킬, 할로(C1-C4)알킬, (C1-C4)알콕시, NO2또는 NH2이며, R1내지 R4중 둘 이상이 H이거나, R2내지 R4중 하나가 -NR7-Y-Ar 또는 O-Y-Ar이고 R1내지 R4중 나머지가 H이며, W는 N 또는 CR5이고, R5는 H, CH3, Cl, O-Y-Ar 또는 -NR7-Y-Ar이며, R6는 H, CH3, Cl 또는 Br이고, X는 O, NR7또는 CR8R9이며, 단, R2내지 R5중 하나가 NR7-Y-Ar 또는 O-Y-Ar일 경우, X-Y-Ar은 동일한 그룹이고, R7은 H, (C1-C4)알킬 또는 아세틸이며, R8및 R9는 각각 H, (C1-C4)알킬 또는 (C1-C4)아실 이거나, R8및 R9가 결합하여 포화되거나 불포화된 (C3-C7)카보사이클릭 환을 형성하고, Y는 임의로 포화되거나 불포화된 (C3-C7)카보사이클릭 환을 포함하거나, (C1-C3)알킬, 페닐(C3-C8)사이클로알킬, 하이드록시, 할로 또는 아세틸로 치환된 (C2-C8)알킬렌 쇄이고 Ar은 1,3-벤조디옥솔릴 ; 플루오레닐 ; 피리딜 ; 이미다졸릴 ; 인돌릴 ; CH3또는 Cl로 임의 치환된 티에닐; 타아졸릴 ; 사이클로헥세닐(헥사하이드로페닐) ; 사이클로헥실(테트라하이드로페닐) ; 나프틸 ; 디하이드로나프틸 ; 테트라하이드로나프틸 ; 데카하이드로나프틸 ; 또는 일반식
    의 그룹이며,
    R10내지 R14는 각각 H, 할로, I, (C1-C10)알킬, 측쇄(C3-C8)알킬, 할로(C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알콕시, 페녹시, 치환된 페녹시, 페닐티오, 치환된 페닐티오, 페닐, 치환된 페닐, NO2, OH, 또는 CN이며, 단 각각의 R10내지 R14가 F, CH3또는 H가 아닐 경우, R10내지 R14중 둘 이상이 수소이다.
  3. 제1항 또는 2항에 있어서, A가 -X-Y-Ar이고, Y가 -(CH2)2-이며, Ar이 일반식(2)의 그룹인 화합물.
    상기식에서,
    R10내지 R14중 넷은 H이고, R10내지 R14중 하나는 Cl, (C1-C4)알킬, 할로(C1-C4)알킬, 측쇄 (C3-C6)알킬, (C1-C4)알콕시, 할로(C1-C4)알콕시, 페닐, 치환된 페닐, 페녹시 또는 치환된 페녹시이다.
  4. 제1 내지 3항중 어느 한 항에 있어서, R4가 F인 화합물.
  5. 1중량 % 이상의 제1항의 화합물 또는 N-(2-페닐에틸)-4-퀴놀린아민 또는 N-[4-(4-클로로페닐)부틸]-7-클로로-4-퀴놀린아민을 제2의 살진균성 화합물과 혼합하여 함유하는 살진균성 혼합물.
  6. 질병을 억제하고 식물학적으로 허용되는 양의 제1항의 화합물을 식물학적으로 허용되는 담체와 혼합하여 함유하는 살진균성 조성물.
  7. 살진균적으로 유효하나 비-식물독성인 양의 제1항의 화합물 또는 N-[4-(4-클로로페닐)부틸]-7-클로로-4-퀴놀린아민 또는 N-(2-페닐에틸)-4-퀴놀린아민을 식물 병원체의 서식처에 적용시킴을 포함하여, 진균을 구제하는 방법.
  8. 1중량 % 이상의 제1항의 화합물 또는 N-[4-(4-클로로페닐)부틸]-7-클로로-4-퀴놀린아민 또는 N-(2-페닐에틸)-4-퀴놀린아민을 제2의 살충제 또는 살비제와 혼합하여 함유하는 살충성 또는 살비성 혼합물.
  9. 해충 또는 응애를 비활성화시키는 양의 제1항의 화합물을 식물학적으로 허용되는 담체와 혼합하여 함유하는 살충성 또는 살비성 조성물.
  10. 해충 또는 응애를 비활성화시키는 양의 제1항의 화합물을 해충 또는 응애의 서식처에 적용시킴을 포함하여, 해충 또는 응애를 구제하는 방법.
  11. (a) 일반식(3)의 화합물을 일반식(4a) 또는 (4b)의 알코올과 축합시켜 A가 O-Y-Ar 또는 O-Alk인 일반식(1)의 화합물을 수득하거나 ; (b) 일반식(3)의 화합물을 일반식(5)의 아민과 축합시켜 A가 -NR7-Y-Ar인 일반식(1)의 화합물을 수득하거나 ; (c) R7이 H인 일반식(1)의 아민을 아세틸클로라이드 또는 아세트산 무수물과 반응시켜 A가 NR7-Y-Ar이고 R7이 아세틸인 일반식(1)의 화합물을 수득하거나 ; (d) 일반식(6)의 화합물을 가수분해시키고 탈카복실화시켜 A가 -CR8R9-Y-Ar인 일반식(1)의 화합물을 수득하거나 ; (e) R6이 H인 일반식(1)의 화합물을 POCl3/PCl9로 할로겐화시켜 R6가 Cl인 일반식(1)의 화합물을 수득하거나 ; (f) R6이 H인 일반식(1)의 화합물을 아세트산 중에서 Br2와 반응시켜 R6이 Br인 일반식(5)의 화합물을 수득하거나 ; (g) W가 CR5인 일반식(1)의 화합물을 산화시켜 상응하는 N-옥사이드를 수득함을 포함하여, 일반식(1)의 화합물을 제조하는 방법.
    상기식에서, R6'는 H 또는 CH3이고, W'는 N 또는 CR5'이며, R5는 H, Cl 또는 CH3이고, R7은 H 또는 (C1-C4)알킬이며, R1내지 R4, R6, A, W, Y, Ar 및 Alk는 제1항에서 정의한 바와 같다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019890000873A 1988-01-29 1989-01-27 치환된 퀴놀린, 이의 제조방법, 이를 포함하는 살진균성 조성물 및 이를 사용하여 진균을 박멸하는 방법 KR0131326B1 (ko)

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JP2016179944A (ja) * 2013-08-09 2016-10-13 石原産業株式会社 ジフルオロメチレン化合物
CN106187883B (zh) * 2015-05-07 2020-07-07 浙江省化工研究院有限公司 一类含全氟烷基取代基的喹啉类化合物、其制备方法及应用
CN107840825B (zh) * 2016-09-21 2019-11-05 湖南化工研究院有限公司 七氟异丙基喹啉类化合物及其制备方法与应用
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HUT49788A (en) 1989-11-28
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DE68929391T2 (de) 2002-11-14
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