KR970019859A - 아릴-치환된 시클로알칸과 시클로알켄 화합물, 이들을 포함한 제초제 조성물 및 이들을 이용한 불필요한 초목의 방제방법 - Google Patents

아릴-치환된 시클로알칸과 시클로알켄 화합물, 이들을 포함한 제초제 조성물 및 이들을 이용한 불필요한 초목의 방제방법 Download PDF

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KR970019859A
KR970019859A KR1019960045310A KR19960045310A KR970019859A KR 970019859 A KR970019859 A KR 970019859A KR 1019960045310 A KR1019960045310 A KR 1019960045310A KR 19960045310 A KR19960045310 A KR 19960045310A KR 970019859 A KR970019859 A KR 970019859A
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South Korea
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alkyl
halo
alkoxy
alkylsulfonyl
alkylthio
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KR1019960045310A
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루이스 미첼로티 엔리크
캐롤라인 로엠멜 레니
스위텐뱅크 콜린
마이클 티스 콜린
데이비드 해밀톤 영
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마크 에스. 에들러
롬 앤드 하스 캄파니
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Publication of KR970019859A publication Critical patent/KR970019859A/ko

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Abstract

제초성 아릴 치환된 시클로알킬 및 아릴 치환된 시클로알케닐 화합물, 제초제 조성물 및 상기 화합물과 조성물의 제초제로의 이용이 개시되어 있다. 아릴 치환체는 치환된 페닐, 치환되지 않은 혹은 치환된 5-멤버 헤테로사이클 및 치환되지 않거나 혹은 치환된 6-멤버 헤테로사이클로 부터 선택된다.

Description

아릴-치환된 시클로알칸과 시클로알켄 화합물, 이들을 포함한 제초제 조성물 및 이들을 이용한 불필요한 초목의 방제방법
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Claims (17)

  1. 하기 구조식의 화합물, 그 염, 부분입체 이성질체 또는 입체 이성질체;를 제초적으로 유효한 양으로 불필요한 초목에 접촉시킴을 포함하는 불필요한 초목의 방제 방법.;
    단, 상기 식에서, Ar은 2-5개 치환체로 치환된 페닐, 2-7개 치환체로 치환된 나프틸, 치환되지 않거나 혹은 1-3개 치환체로 치환된 5-멤버 방향족 헤테로사이클, 및 치환되지 않거나 혹은 1-4개 치환체로 치환된 6-멤버 방향족 헤테로사이클로 부터 선택되며, 상기 5 혹은 6-멤버 헤테로사이클은 O, S 및 N으로부터 독립적으로 선택된 1-3개의 헤테로원자를 포함하며, 그리고 상기 페닐, 나프틸 및 헤테로사이클 치환체는 할로; 시아노; 니트로; 히드록시; 메르캅토; 티오시아나토; 알킬; 알콕시; 할로알킬; 할로알콕시; 알케닐티오; 알키닐티오; 알킬티오; 알케닐술피닐; 알케닐술포닐; 알키닐술피닐; 알키닐술포닐; 알킬술피닐; 할로알킬티오; 할로알킬술피닐; 할로알킬술포닐; 알킬티오카보닐; 알콕시티오카보닐; 아미노티오카보닐; 알킬아미노티오카보닐; 디알킬아미노티오카보닐; 알킬술포닐; 카복시; 포르밀; 알킬카보닐; 알콕시카보닐; 알카노일옥시; 아미노; 알킬아미노; 디알킬아미노; 카르바모일; 알킬카르바모일; 디알킬카르바모일; 시아노알킬; 알콕시알킬; 알케닐; 알카디에닐; 알키닐; 알킬디티오네이트; 알킬카보닐티오; 트리알킬실릴; 치환되지 않거나 혹은 할로, 시아노, 니트로, 히드록시, 알킬, 알콕시, 할로알킬, 할로알콕시, 알킬티오, 알킬술피닐, 알킬술포닐, 카복시, 포르밀, 알킬카보닐, 알콕시카보닐, 알카노일옥시, 아미노, 알킬아미노 및 디알킬아미노로 이루어진 1-2개 기로 부터 독립적으로 선택된 치환체로 치환된 페닐, 페녹시, 벤조일, 페녹시카보닐, 페닐티오, 페닐알킬이며; 상기 페닐, 나프틸 혹은 헤테로사이클릭 고리상의 두 개의 인접한 부위가 알콕시, 알킬티오, 알킬술피닐 혹은 알킬술포닐기로 치환될 때, 상기 기들은 결합하여 5 혹은 6멤버 헤테로사이클릭 고리를 형성할 수 있고; A 및 B는 CR, CRRa및 NR1으로 부터 독립적으로 선택되고; Z는 CR, CRRa, CRRa-CRbRc, CH2-CR=CRd, CR=CRd, NR1, S, SO, SO2, O, N=N 및 CR=N으로 부터, A, B 및 Z 사이에 적절한 일차 및 이차 결합을 갖도록, 선택되며; R1은 H 및 알킬로 부터 독립적으로 선택되며; R, Ra, Rb및 Rc는 H, 알킬, 히드록실, 알콕시, 할로알킬, 할로알콕시, 카복실, 프로밀, 알킬카보닐, 알콕시카보닐, 알케닐티오; 알키닐티오; 알킬티오; 알케닐술피닐, 알케닐술포닐; 알키닐술피닐; 알키닐술포닐; 알킬술피닐; 알킬술포닐; 할로알킬티오; 할로알킬술피닐; 할로알킬술포닐; 할로겐, 시아노, 니트로, 아미노, 알킬아미노, 디알킬아미노, 아미노카보닐, 알킬아미노카보닐, 알킬카보닐아미노 및 디알킬아미노카보닐;로 부터 독립적으로 선택되고; Rd는 H, 알킬, 알콕시, 할로알킬, 할로알콕시, 카복실, 프르밀, 알킬카보닐, 알콕시카보닐, 알케닐티오, 알키닐티오; 알킬티오; 알케닐술피닐; 알케닐술포닐; 알키닐술피닐; 알키닐술포닐; 알킬술피닐; 알킬술포닐; 할로알킬티오; 할로알킬술피닐; 할로알킬술포닐; 할로겐, 시아노, 니트로, 아미노, 알킬아미노, 디알킬아미노, 아미노카보닐, 알킬아미노카보닐 및 디알칼아미노카보닐;로 부터 독립적으로 선택되고; X 및 Y는 H, NO2, CN, 할로겐, 알킬, 알킬카보닐아미노, 알콕시카보닐, 포르밀, 알킬카보닐, 할로알킬, 디알킬포스포네이트, 알킬포스피네이트, 알킬포스폰아미도, 디알킬포스폰아미도, 트리알킬포스폰아미도, 테트라알킬포스폰아미도, 아미노카보닐, 알킬아미노카보닐, 디알킬아미노카보닐, 옥시미노, 알킬옥시미노, 디알킬히드라존으로 부터 독립적으로 선택되고, X 및 Y는 양자 모두가 H이거나 동시에 알킬이 아닌 것이다.
  2. 제1항에 있어서, 상기 Ar은 2-5개 치환체로 치환된 페닐, 2-7개 치환체로 치환된 나프틸, 치환되지 않거나 혹은 1-3개 치환체로 치환된 5-멤버 방향족 헤테로사이클 및 치환되지 않거나 혹은 1-4개 치환체로 치환된 6-멤버 방향족 헤테로사이클로 부터 선택되며, 상기 5 혹은 6-멤버 헤테로사이클은 O, S 및 N으로 부터 독립적으로 선택된 1-3개의 헤테로원자를 포함하고, 또한 상기 페닐, 나프틸 및 헤테로사이클 치환체는 할로; 시아노; 니트로; 히드록시; 메르캅토; 티오시아나토; (C1-C4)알킬; (C1-C4)알콕시; (C2-C4)알케닐티오; (C2-C4)알키닐티오; 시클로(C3-C6)알킬티오; (C2-C4)알케닐술피닐; (C2-C4)알케닐술포닐; (C2-C4)알키닐술피닐; (C2-C4)알키닐술포닐; 시클로(C3-C6)알킬술피닐; 시클로(C3-C6)알킬술포닐; 할로(C1-C4)알킬티오; 할로(C1-C4)알킬술피닐; 할로(C1-C4)알킬술포닐; (C1-C4)알킬티오카보닐; (C1-C4)알콕시티오카보닐; 아미노티오카보닐; (C1-C4)알킬아미노티오카보닐; 디(C1-C4)알킬아미노티오카보닐; 할로(C1-C4)알킬; 할로(C1-C4)알콕시; (C1-C4)알킬티오; (C1-C4)알킬술피닐; (C1-C4)알킬술포닐; 카복시; 포르밀; (C1-C4)알킬카보닐; (C1-C4)알콕시카보닐; (C1-C4)알카노일옥시; 아미노; (C1-C4)알킬아미노; 각 알킬기에 정해진 탄소 원자 수를 독립적으로 갖는 디(C1-C4)알킬아미노; 카르바모일; (C1-C4)알킬카르바모일; 각 알킬기에 정해진 탄소 원자 수를 독립적으로 갖는 디(C1-C4)알킬카르바모일; 시아노(C1-C4)알킬; (C1-C4)알콕시(C1-C4)알킬; (C2-C6)알케닐; (C4-C6)알카디에닐; (C2-C6)알키닐; (C1-C4)알킬디티오네이트; (C1-C4) 알킬카보닐티오; 각 알킬기에 정해진 탄소 수를 독립적으로 갖는 트리(C1-C4)알킬실릴; 치환되지 않거나 혹은 치환된 페닐, 페녹시, 벤조일, 페녹시카보닐, 페닐티오, 페닐(C1-C4)알킬로서 그 치환체는 할로, 시아노, 니트로, 히드록시, (C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알킬, 할로(C1-C4)알콕시, (C1-C4)알킬티오, (C1-C4)알킬술피닐, (C1-C4)알킬술포닐, 카복시, 포르밀, (C1-C4)알킬카보닐, (C1-C4)알콕시카보닐, (C1-C4)알카노일옥시, 아미노, (C1-C4)알킬아미노 및 각각 알킬기에 정해진 탄소 원자 수를 독립적으로 갖는 디(C1-C4)알킬아미노로 이루어진 1-2개 기로부터 독립적으로 선택되고; 혹은 상기 페닐, 나프틸 혹은 헤테로사이클릭 고리상의 인접한 2위치가 알콕시, 알킬티오, 알킬술피닐 혹은 알킬술포닐기로 치환될 때, 상기 기들은 결합하여 5 혹은 6멤버 헤테로사이클릭 고리를 형성할 수 있고; A 및 B는 CR, CRRa및 NR1으로 부터 독립적으로 선택되고; Z는 CR, CRRa, CRRa-CRbRc, CH2-CR=CRd, CR=CRd, NR1, S, SO, SO2, O, N=N 및 CR=N으로 부터, A, B 및 Z 사이에 적절한 일차 및 이차 결합을 갖도록 선택되며; R1은 H 및 (C1-C4)알킬로 부터 독립적으로 선택되며; R, Ra, Rb및 Rc는 H, (C1-C4)알킬, 히드록실, (C1-C4)알콕시, 할로(C1-C4)알킬, (C1-C4)알킬카보닐아미노, 할로(C1-C4)알콕시, 카복실, 포르밀, (C1-C4)알킬카보닐, (C1-C4)알콕시카보닐, (C2-C4)알케닐티오; (C2-C4)알키닐티오; 시클로(C3-C6)알킬티오; (C2-C4)알케닐술피닐; (C2-C4)알케닐술포닐; (C2-C4)알키닐술피닐; (C2-C4)알키닐술포닐; 시클로(C3-C6)알킬술피닐; 시클로(C3-C6)알킬술포닐; 할로(C1-C4)알킬티오; 할로(C1-C4)알킬술피닐; 할로(C1-C4)알킬술포닐; (C1-C4)알킬티오; (C1-C4)알킬술포닐; (C1-C4)알킬술포닐; 할로겐, 시아노, 니트로, 아미노, (C1-C4)알킬아미노, (C1-C4)디알킬아미노, 아미노카보닐, (C1-C4)알킬아미노카보닐 및 (C1-C4)디알킬아미노카보닐;로 부터 독립적으로 선택되고; Rd는 H, (C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알킬, 할로(C1-C4)알콕시, 카복실, 포르밀, (C1-C4)알킬카보닐, (C1-C4)알콕시카보닐, (C2-C4)알케닐티오, (C2-C4)알키닐티오; 시클로(C3-C6)알킬티오; (C2-C4)알케닐술피닐; (C2-C4)알케닐술포닐; (C2-C4)알키닐술피닐; (C2-C4)알키닐술포닐; 시클로(C3-C6)알킬술피닐; 시클로(C3-C6)알킬술포닐; 할로(C1-C4)알킬티오; 할로(C1-C4)알킬술피닐; 할로(C1-C4)알킬술포닐; (C1-C4)알킬티오; (C1-C4)알킬술피닐; (C1-C4)알킬술포닐; 할로겐, 시아노, 니트로, 아미노, (C1-C4)알킬아미노, (C1-C4)디알킬아미노, 아미노카보닐, (C1-C4)알킬아미노카보닐 및 (C1-C4)디알칼아미노카보닐;로 부터 독립적으로 선택되고; X 및 Y는 H, NO2, CN, 할로겐, (C1-C4)알킬, (C1-C4)알콕시카보닐, (C1-C4)알킬카보닐아미노, 포르밀, (C1-C4)알킬카보닐, 할로(C1-C4)알킬, (C1-C4)디알킬포스포네이트, (C1-C4)알킬포스피네이트, (C1-C4)알킬포스폰아미도, (C1-C4)디알킬포스폰아미도, (C1-C4)트리알킬포스폰아미도, (C1-C4)테트라알킬포스폰아미도, 아미노카보닐, (C1-C4)알킬아미노카보닐, (C1-C4)디알킬아미노카보닐, 옥시미노, (C1-C4)알킬옥시미노, (C1-C4)디알킬히드라존으로 부터 독립적으로 선택되고, X 및 Y는 둘다 H 혹은 둘다 알킬은 아닌; 것을 특징으로 하는 방법.
  3. 제1항에 있어서, 상기 Ar은 2치환 혹은 3치환된 페닐이며, 그 치환체는 할로, (C1-C4)알킬, (C1-C4)알콕시, 시아노, 할로(C1-C4)알킬;로 부터 선택되고, A 및 B는 둘다 CH2이고; X 및 Y중 하나는 H, (C1-C4)알킬 및 할로로 부터 선택되고 X 및 Y중 다른 하나는 NO2, CN, (C1-C4)알킬옥시미노, (C1-C4)디알킬히드라존 및 아미노카보닐;로 부터 선택되며 및 Z는 CH2-CH2및 CH=CH로 부터 선택됨을 특징으로 하는 방법.
  4. 제1항에 있어서, 상기 Ar은 2,3,4-3치환된 페닐이며, 그 치환체는(C1-C4)알킬, (C1-C4)알콕시 및 할로로 부터 선택되며, A 및 B는 둘다 CH2이고, X 및 Y 중 하나는 H이고 X 및 Y중 다른 하나는 NO2및 CN으로 부터 선택되며; 및 Z는 CH2-CH2및 CH=CH로 부터 선택됨을 특징으로 하는 방법.
  5. 제1항에 있어서, 상기 화합물은 불필요한 초목에, 상기 불필요한 초목의 서식처에 흑은 상기 불필요한 초목의 성장 매체에 1헥타르당 0.01kg-10kg의 적용비로 적용함을 특징으로 하는 방법.
  6. 제5항에 있어서, 상기 적용비는 1헥타르당 0.1kg-4kg임을 특징으로 하는 방법.
  7. 하기 구조식을 갖는 화합물, 그 염, 부분입체 이성질체 또는 입체 이성질체:
    단, 상기 식에서, Ar은 2-5개 치환체로 치환된 페닐, 2-7개 치환체로 치환된 나프틸, 치환되지 않거나 혹은 1-3개 치환체로 치환된 5-멤버 방향족 헤테로사이클, 및 치환되지 않거나 혹은 1-4개 치환체로 치환된 6-멤버 방향족 헤테로사이클로 부터 선택되며, 상기 5 혹은 6-멤버 헤테로사이클은 O, S 및 N으로부터 독립적으로 선택된 1-3개의 헤테로원자를 포함하며, 그리고 상기 페닐, 나프틸 및 헤테로사이클 치환체는 할로; 시아노; 니트로; 히드록시; 메르캅토; 티오시아나토; 알킬; 알콕시; 할로알킬; 할로알콕시; 알케닐티오; 알키닐티오; 알킬티오; 알케닐술피닐; 알케닐술포닐; 알키닐술피닐; 알키닐술포닐; 알킬술피닐; 할로알킬티오; 할로알킬술피닐; 할로알킬술포닐; 알킬티오카보닐; 알콕시티오카보닐; 아미노티오카보닐; 알킬아미노티오카보닐; 디알킬아미노티오카보닐; 알킬술포닐; 카복시; 포르밀; 알킬카보닐; 알콕시카보닐; 알카노일옥시; 아미노; 알킬아미노; 디알킬아미노; 카르바모일; 알킬카르바모일; 디알킬카르바모일; 시아노알킬; 알콕시알킬; 알케닐; 알카디에닐; 알키닐; 알킬디티오네이트; 알킬카보닐티오; 트리알킬실릴; 치환되지 않거나 혹은 할로, 시아노, 니트로, 히드록시, 알킬, 알콕시, 할로알킬, 할로알콕시, 알킬티오, 알킬술피닐, 알킬술포닐, 카복시, 포르밀, 알킬카보닐, 알콕시카보닐, 알카노일옥시, 아미노, 알킬아미노 및 디알킬아미노로 이루어진 1-2개 기로 부터 독립적으로 선택된 치환체로 치환된 페닐, 페녹시, 벤조일, 페녹시카보닐, 페닐티오, 페닐알킬이며; 상기 페닐, 나프틸 혹은 헤테로사이클릭 고리상의 인접한 2위치에 알콕시, 알킬티오, 알킬술피닐 혹은 알킬술포닐기가 치환되는 경우, 상기 기들은 결합하여 5 혹은 6멤버 헤테로사이클릭 고리를 형성할 수 있으며; A 및 B는 CR, CRRa및 NR1으로 부터 독립적으로 선택되고; Z는 CR, CRRa, CRRa-CRbRc, CH2-CR=CRd, CR=CRd, NR1, S, SO, SO2, O, N=N 및 CR=N으로부터 선택되며, A, B 및 Z 사이에 적절한 일차 및 이차 결합을 가지며; R1은 H 및 알킬로 부터 독립적으로 선택되며; R, Ra, Rb및 Rc는 H, 알킬, 히드록실, 알콕시, 할로알킬, 할로알콕시, 카복실, 포르밀, 알킬카보닐, 알콕시카보닐, 알케닐티오; 알키닐티오; 알킬티오; 알케닐술피닐; 알케닐술포닐; 알키닐술피닐; 알키닐술포닐; 알킬술피닐; 알킬술포닐; 할로알킬티오; 할로알킬술피닐; 할로알킬술포닐; 할로겐, 시아노, 니트로, 아미노, 알킬아미노, 디알킬아미노, 아미노카보닐, 알킬아미노카보닐, 알킬카보닐아미노 및 디알킬아미노카보닐;로 부터 독립적으로 선택되고; Rd는 H, 알킬, 알콕시, 할로알킬, 할로알콕시, 카복실, 포르밀, 알킬카보닐, 알콕시카보닐, 알케닐티오, 알키닐티오; 알킬티오; 알케닐술피닐; 알케닐술포닐; 알키닐술피닐; 알키닐술포닐; 알킬술피닐; 알킬술포닐; 할로알킬티오; 할로알킬술피닐; 할로알킬술포닐; 할로겐, 시아노, 니트로, 아미노, 알킬아미노, 디알킬아미노, 아미노카보닐, 알킬아미노카보닐 및 디알킬아미노카보닐;로 부터 독립적으로 선택되고; X 및 Y는 H, NO2, CN, 할로겐, 알킬, 알킬카보닐아미노, 알콕시카보닐, 포르밀, 알킬카보닐, 할로알킬, 디알킬포스포네이트, 알킬포스피네이트, 알킬포스폰아미도, 디알킬포스폰아미도, 트리알킬포스폰아미도, 테트라알킬포스폰아미도, 아미노카보닐, 알킬아미노카보닐, 디알킬아미노카보닐, 옥시미노, 알킬옥시미노, 디알킬히드라존으로 부터 독립적으로 선택되고, X 및 Y는 양자 모두가 H이거나 알킬이 아니며; X 및 Y중 하나가 NO2인 경우, X 및 Y중 다른 하나가 H이고, Z가 CH=CH일 때, Ar은 3-메톡시페닐, 2,4-디메톡시페닐, 3,4-디메톡시페닐, 3,4,5-트리메톡시 페닐 및 3,4-메틸렌디옥시페닐이 아니다.
  8. 제7항에 있어서, 상기 Ar은 2-5개 치환체로 치환된 페닐, 2-7개 치환체로 치환된 나프틸, 치환되지 않거나 혹은 1-3개 치환체로 치환된 5-멤버 방향족 헤테로사이클 및 치환되지 않거나 혹은 1-4개 치환체로 치환된 6-멤버 방향족 헤테로사이클로 부터 선택되며 이중 상기 5 혹은 6-멤버 헤테로사이클은 O, S 및 N으로 부터 독립적으로 선택된 1-3개의 헤테로원자를 포함하고 및 상기 페닐, 나프틸 및 헤테로사이클 치환체는 할로; 시아노; 니트로; 히드록시; 메르캅토; 티오시아나토; (C1-C4)알킬; (C1-C4)알콕시; (C2-C4)알케닐티오; (C2-C4)알키닐티오; 시클로(C2-C6)알킬티오; (C2-C4)알케닐술피닐; (C2-C4)알케닐술포닐; (C2-C4)알키닐술피닐; (C2-C4)알키닐술포닐; 시클로(C3-C6)알킬술피닐; 시클로(C3-C6)알킬술포닐; 할로(C1-C4)알킬티오; 할로(C1-C4)알킬술피닐; 할로(C1-C4)알킬술포닐; (C1-C4)알킬티오카보닐; (C1-C4)알콕시티오카보닐; 아미노티오카보닐; (C1-C4)알킬아미노티오카보닐; 디(C1-C4)알킬아미노티오카보닐; 할로(C1-C4)알킬; 할로(C1-C4)알콕시; (C1-C4)알킬티오; (C1-C4)알킬술피닐; (C1-C4)알킬술포닐; 카복시; 포르밀; (C1-C4)알킬카보닐; (C1-C4)알콕시카보닐; (C1-C4)알카노일옥시; 아미노; (C1-C4)알킬아미노; 각 알킬기에 정해진 수의 탄소 원자 수를 독립적으로 갖는 디(C1-C4)알킬아미노; 카르바모일; (C1-C4)알킬카르바모일; 각 알킬기에 정해진 수의 탄소 원자를 독립적으로 디(C1-C4)알킬카르바모일; 시아노(C1-C4)알킬; (C1-C4)알콕시(C1-C4)알킬; (C2-C6)알케닐; (C4-C6)알카디에닐; (C2-C6)알키닐; (C1-C4)알킬디티오네이트; (C1-C4)알킬카보닐티오; 각 알킬기에 정해진 수의 탄소 원자를 독립적으로 갖는 트리(C1-C4)알킬실릴; 치환되지 않거나 혹은 치환된 페닐, 페녹시, 벤조일, 페녹시카보닐, 페닐티오, 페닐(C1-C4)알킬로서 그 치환체가 할로, 시아노, 니트로, 히드록시, (C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알킬, 할로(C1-C4)알콕시, (C1-C4)알킬티오, (C1-C4)알킬술피닐, (C1-C4)알킬술포닐, 카복시, 포르밀, (C1-C4)알킬카보닐, (C1-C4)알콕시카보닐, (C1-C4)알카노일옥시, 아미노, (C1-C4)알킬아미노 및 각 알킬기에 정해진 수의 탄소 원자를 독립적으로 갖는 디(C1-C4)알킬아미노로 이루어진 1-2개 기로부터 독립적으로 선택되며, 혹은 상기 페닐, 나프틸 혹은 헤테로사이클릭 고리상에 두 개의 인접한 위치에 알콕시, 알킬티오, 알킬술피닐 혹은 알킬술포닐기가 치환될 때, 상기 기들은 결합하여 5 혹은 6멤버 헤테로사이클릭 고리를 형성할 수 있고; A 및 B는 CR, CRRa및 NR1으로 부터 독립적으로 선택되고; Z는 CR, CRRa, CRRa-CRbRc, CH2-CR=CRd, CR=CRd, NR1, S, SO, SO2, O, N=N 및 CR=N으로 부터, A, B 및 Z 사이에 적절한 일차 및 이차 결합을 갖도록 선택되며; R1은 H 및 (C1-C4)알킬로 부터 독립적으로 선택되며; R, Ra, Rb및 Rc는 H, (C1-C4)알킬, 히드록실, (C1-C4)알콕시, 할로(C1-C4)알킬, (C1-C4)알킬카보닐아미노, 할로(C1-C4)알콕시, 카복시, 포르밀, (C1-C4)알킬카보닐, (C1-C4)알콕시카보닐, (C2-C4)알케닐티오; (C2-C4)알키닐티오; 시클로(C3-C6)알킬티오; (C2-C4)알케닐술피닐; (C2-C4)알케닐술포닐; (C2-C4)알키닐술피닐; (C2-C4)알키닐술포닐; 시클로(C3-C6)알킬술피닐; 시클로(C3-C6)알킬술포닐; 할로(C1-C4)알킬티오; 할로(C1-C4)알킬술피닐; 할로(C1-C4)알킬술포닐; (C1-C4)알킬티오; (C1-C4)알킬술포닐; (C1-C4)알킬술포닐; 할로겐, 시아노, 니트로, 아미노, (C1-C4)알킬아미노, (C1-C4)디알킬아미노, 아미노카보닐, (C1-C4)알킬아미노카보닐 및 (C1-C4)디알킬아미노카보닐;로 부터 독립적으로 선택되고; Rd는 H, (C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알킬, 할로(C1-C4)알콕시, 카복시, 포르밀, (C1-C4)알킬카보닐, (C1-C4)알콕시카보닐, (C2-C4)알케닐티오, (C2-C4)알키닐티오; 시클로(C3-C6)알킬티오; (C2-C4)알케닐술피닐; (C2-C4)알케닐술포닐; (C2-C4)알키닐술피닐; (C2-C4)알키닐술포닐; 시클로(C3-C6)알킬술피닐; 시클로(C3-C6)알킬술포닐; 할로(C1-C4)알킬티오; 할로(C1-C4)알킬술피닐; 할로(C1-C4)알킬술포닐; (C1-C4)알킬티오; (C1-C4)알킬술피닐; (C1-C4)알킬술포닐; 할로겐, 시아노, 니트로, 아미노, (C1-C4)알킬아미노, (C1-C4)디알킬아미노, 아미노카보닐, (C1-C4)알킬아미노카보닐 및 (C1-C4)디알칼아미노카보닐;로 부터 독립적으로 선택되고; X 및 Y는 H, NO2, CN, 할로겐, (C1-C4)알킬, (C1-C4)알콕시카보닐, (C1-C4)알킬카보닐아미노, 포르밀, (C1-C4)알킬카보닐, 할로(C1-C4)알킬, (C1-C4)디알킬포스포네이트, (C1-C4)알킬포스피네이트, (C1-C4)알킬포스폰아미도, (C1-C4)디알킬포스폰아미도, (C1-C4)트리알킬포스폰아미도, (C1-C4)테트라알킬포스폰아미도, 아미노카보닐, (C1-C4)알킬아미노카보닐, (C1-C4)디알킬아미노카보닐, 옥시미노, (C1-C4)알킬옥시미노, (C1-C4)디알킬히드라존으로 부터 독립적으로 선택되고, X 및 Y는 동시에 H 혹은 동시에 알킬인 것은 아니며; Ar은 2-5개 치환체로 치환된 페닐, 2-7개 치환체로 치환된 나프틸, 치환되지 않거나 혹은 1-3개 치환체로 치환된 5-멤버 방향족 헤테로사이클 및 치환되지 않거나 혹은 1-4개 치환체로 치환된 6-멤버 방향족 헤테로사이클로 부터 선택되며, 이중 상기 5 혹은 6-멤버 헤테로사이클은 O, S 및 N으로 부터 독립적으로 선택된 1-3개의 헤테로원자를 포함하며 그리고 페닐, 나프틸 및 헤테로사이클 치환체는 할로; 시아노; 니트로; 히드록시; 메르캅토; 티오시아나토; (C1-C4)알킬; (C1-C4)알콕시; (C2-C4)알케닐티오; (C2-C4)알키닐티오; 시클로(C3-C6)알킬티오; (C1-C4)알케닐술피닐; (C2-C4)알케닐술포닐; (C2-C4)알키닐술피닐; (C2-C4)알키닐술포닐; 시클로(C3-C6)알킬술피닐; 시클로(C3-C6)알킬술포닐; 할로(C1-C4)알킬티오; 할로(C1-C4)알킬술피닐; 할로(C1-C4)알킬술포닐; (C1-C4)알킬티오카보닐; (C1-C4)알콕시티오카보닐; 아미노티오카보닐; (C1-C4)알킬아미노티오카보닐; 디(C1-C4)알킬아미노티오카보닐; 할로(C1-C4)알킬; 할로(C1-C4)알콕시; (C1-C4)알킬티오; (C1-C4)알킬술피닐; (C1-C4)알킬술포닐; 카복시; 포르밀; (C1-C4)알킬카보닐; (C1-C4)알콕시카보닐; (C1-C4)알카노일옥시; 아미노; (C1-C4)알킬아미노; 각 알킬기에 정해진 탄소 원자 수를 독립적으로 갖는 디(C1-C4)알킬아미노; 카르바모일; (C1-C4)알킬카르바모일; 각 알킬기에 정해진 탄소 원자 수를 독립적으로 갖는 디(C1-C4)알킬카르바모일; 시아노(C1-C4)알킬; (C1-C4)알콕시(C1-C4)알킬; (C2-C6)알케닐; (C4-C6)알카디에닐; (C2-C6)알키닐; (C1-C4)알킬디티오네이트; (C1-C4)알킬카보닐티오; 각 알킬기에 정해진 탄소 수를 독립적으로 갖는 트리(C1-C4)알킬실릴; 치환되지 않거나 혹은 치환된 페닐, 페녹시, 벤조일, 페녹시카보닐, 페닐티오, 페닐(C1-C4)알킬로서 그 치환체가 할로, 시아노, 니트로, 히드록시, (C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알킬, 할로(C1-C4)알콕시, (C1-C4)알킬티오, (C1-C4)알킬술피닐, (C1-C4)알킬술포닐, 카복시, 포르밀, (C1-C4)알킬카보닐, (C1-C4)알콕시카보닐, (C1-C4)알카노일옥시, 아미노, (C1-C4)알킬아미노 및 각 알킬기에 정해진 탄소 원자 수를 독립적으로 갖는 디(C1-C4)알킬아미노로 이루어진 1-2개 기로 부터 독립적으로 선택되고; 혹은 페닐, 나프틸 혹은 헤테로사이클릭 고리상에 두 개의 인접한 위치에 알콕시, 알킬티오, 알킬술피닐 혹은 알킬술포닐기가 치환될 때, 상기 기들은 결합하여 5 혹은 6멤버 헤테로사이클릭 고리를 형성할 수 있고; A 및 B는 CR, CRRa및 NR1으로 부터 독립적으로 선택되고; Z는 CR, CRRa, CRRa-CRbRc, CH2-CR=CRd, CR=CRd, NR1, S, SO, SO2, O, N=N 및 CR=N으로 부터, A, B 및 Z 사이에 적절한 일차 및 이차 결합을 갖도록 선택되며; R1은 H 및 (C1-C4)알킬로 부터 독립적으로 선택되며; R, Ra, Rb및 Rc는 H, (C1-C4)알킬, 히드록실, (C1-C4)알콕시, 할로(C1-C4)알킬, (C1-C4)알킬카보닐아미노, 할로(C1-C4)알콕시, 카복시, 포르밀, (C1-C4)알킬카보닐, (C1-C4)알콕시카보닐, (C2-C4)알케닐티오; (C2-C4)알키닐티오; 시클로(C3-C6)알킬티오; (C2-C4)알케닐술피닐; (C2-C4)알케닐술포닐; (C2-C4)알키닐술피닐; (C2-C4)알키닐술포닐; 시클로(C3-C6)알킬술피닐; 시클로(C3-C6)알킬술포닐; 할로(C1-C4)알킬티오; 할로(C1-C4)알킬술피닐; 할로(C1-C4)알킬술포닐; (C1-C4)알킬티오; (C1-C4)알킬술포닐; (C1-C4)알킬술포닐; 할로겐, 시아노, 니트로, 아미노, (C1-C4)알킬아미노, (C1-C4)디알킬아미노, 아미노카보닐, (C1-C4)알킬아미노카보닐 및 (C1-C4)디알킬아미노카보닐;로 부터 독립적으로 선택되고; Rd는 H, (C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알킬, 할로(C1-C4)알콕시, 카복실, 포르밀, (C1-C4)알킬카보닐, (C1-C4)알콕시카보닐, (C2-C4)알케닐티오, (C2-C4)알키닐티오; 시클로(C3-C6)알킬티오; (C2-C4)알케닐술피닐; (C2-C4)알케닐술포닐; (C2-C4)알키닐술피닐; (C2-C4)알키닐술포닐; 시클로(C3-C6)알킬술피닐; 시클로(C3-C6)알킬술포닐; 할로(C1-C4)알킬티오; 할로(C1-C4)알킬술피닐; 할로(C1-C4)알킬술포닐; (C1-C4)알킬티오; (C1-C4)알킬술피닐; (C1-C4)알킬술포닐; 할로겐, 시아노, 니트로, 아미노, (C1-C4)알킬아미노, (C1-C4)디알킬아미노, 아미노카보닐, (C1-C4)알킬아미노카보닐 및 (C1-C4)디알칼아미노카보닐;로 부터 독립적으로 선택되고; X 및 Y는 H, NO2, CN, 할로겐, (C1-C4)알킬, (C1-C4)알콕시카보닐, (C1-C4)알킬카보닐아미노, 포르밀, (C1-C4)알킬카보닐, 할로(C1-C4)알킬, (C1-C4)디알킬포스포네이트, (C1-C4)알킬포스피네이트, (C1-C4)알킬포스폰아미도, (C1-C4)디알킬포스폰아미도, (C1-C4)트리알킬포스폰아미도, (C1-C4)테트라알킬포스폰아미도, 아미노카보닐, (C1-C4)알킬아미노카보닐, (C1-C4)디알킬아미노카보닐, 옥시미노, (C1-C4)알킬옥시미노, (C1-C4)디알킬히드라존으로 부터 독립적으로 선택되고, X 및 Y는 둘다 H 혹은 둘다 알킬이아니고; X 및 Y중 하나가 NO2이면 X 및 Y중 하나가 H이고, Z가 CH=CH일 때, Ar은 3-메톡시 페닐, 2,4-디메톡시페닐, 3,4-디메톡시페닐, 3,4,5-트리메톡시페닐 및 3,4-메틸렌옥시페닐이 아닌 것으로 제공된다.
  9. 제7항에 있어서, Ar은 2치환 혹은 3치환된 페닐이고, 그 치환체는 할로, (C1-C4)알킬, (C1-C4)알콕시, 시아노, 할로(C1-C4)알킬;로 부터 선택되며, A 및 B는 둘다 CH2이며; X 및 Y 중 하나는 H, (C1-C4)알킬 및 할로로 부터 선택되며 X 및 Y중 나머지 하나는 NO2, CN, (C1-C4)알킬옥시미노, (C1-C4)디알킬히드라존 및 아미노카보닐;로 부터 선택되며 및 Z는 CH=CH임을 특징으로 하는 화합물.
  10. 제9항에 있어서, 상기 Ar은 2,3,4-3치환된 페닐이며, 상기 치환체는(C1-C4)알킬, (C1-C4)알콕시 및 할로로 부터 선택되며, A 및 B는 둘다 CH2이고, X 및 Y 중 하나가 H이고 X 및 Y중 다른 하나는 NO2및 CN으로 부터 선택되며, 그리고 Z는 CH=CH임을 특징으로 하는 화합물.
  11. 하기 구조식을 갖는 화합물, 그 염, 부분입체 이성질체 또는 입체 이성질체 및 농경학적으로 수용가능한 캐리어를 포함하는 제초성 조성물:
    단, 상기 식에서, Ar은 2-5개 치환체로 치환된 페닐, 2-7개 치환체로 치환된 나프틸, 치환되지 않거나 혹은 1-3개 치환체로 치환된 5-멤버 방향족 헤테로사이클, 및 치환되지 않거나 혹은 1-4개 치환체로 치환된 6-멤버 방향족 헤테로사이클로 부터 선택되며, 상기 5 혹은 6-멤버 헤테로사이클은 O, S 및 N으로부터 독립적으로 선택된 1-3개의 헤테로원자를 포함하며, 그리고 상기 페닐, 나프틸 및 헤테로사이클 치환체는 할로; 시아노; 니트로; 히드록시; 메르캅토; 티오시아나토; 알킬; 알콕시; 할로알킬; 할로알콕시; 알케닐티오; 알키닐티오; 알킬티오; 알케닐술피닐; 알케닐술포닐; 알키닐술피닐; 알키닐술포닐; 알킬술피닐; 할로알킬티오; 할로알킬술피닐; 할로알킬술포닐; 알킬티오카보닐; 알콕시티오카보닐; 아미노티오카보닐; 알킬아미노티오카보닐; 디알킬아미노티오카보닐; 알킬술포닐; 카복시; 포르밀; 알킬카보닐; 알콕시카보닐; 알카노일옥시; 아미노; 알킬아미노; 디알킬아미노; 카르바모일; 알킬카르바모일; 디알킬카르바모일; 시아노알킬; 알콕시알킬; 알케닐; 알카디에닐; 알키닐; 알킬디티오네이트; 알킬카보닐티오; 트리알킬실릴; 치환되지 않거나 혹은 할로, 시아노, 니트로, 히드록시, 알킬, 알콕시, 할로알킬, 할로알콕시, 알킬티오, 알킬술피닐, 알킬술포닐, 카복시, 포르밀, 알킬카보닐, 알콕시카보닐, 알카노일옥시, 아미노, 알킬아미노 및 디알킬아미노로 이루어진 1-2개 기로 부터 독립적으로 선택된 치환체로 치환된 페닐, 페녹시, 벤조일, 페녹시카보닐, 페닐티오, 페닐알킬이며; 상기 페닐, 나프틸 혹은 헤테로사이클릭 고리상의 두 인접한 위치에 알콕시, 알킬티오, 알킬술피닐 혹은 알킬술포닐기가 치환되는 경우, 상기 기들은 결합하여 5 혹은 6멤버 헤테로사이클릭 고리를 형성할 수 있고; A 및 B는 CR, CRRa및 NR1으로 부터 독립적으로 선택되고; Z는 CR, CRRa, CRRa-CRbRc, CH2-CR=CRd, CR=CRd, NR1, S, SO, SO2, O, N=N 및 CR=N으로 부터, A, B 및 Z 사이에 적절한 일차 및 이차 결합을 가지며; R1은 H 및 알킬로 부터 독립적으로 선택되며; R, Ra, Rb및 Rc는 H, 알킬, 히드록실, 알콕시, 할로알킬, 할로알콕시, 카복실, 포르밀, 알킬카보닐, 알콕시카보닐, 알케닐티오; 알키닐티오; 알킬티오; 알케닐술피닐, 알케닐술포닐; 알키닐술피닐; 알키닐술포닐; 알킬술피닐; 알킬술포닐; 할로알킬티오; 할로알킬술피닐; 할로알킬술포닐; 할로겐, 시아노, 니트로, 아미노, 알킬아미노, 디알킬아미노, 아미노카보닐, 알킬아미노카보닐, 알킬카보닐아미노 및 디알킬아미노카보닐;로 부터 독립적으로 선택되고; Rd는 H, 알킬, 알콕시, 할로알킬, 할로알콕시, 카복실, 포르밀, 알킬카보닐, 알콕시카보닐, 알케닐티오, 알키닐티오; 알킬티오; 알케닐술피닐; 알케닐술포닐; 알키닐술피닐; 알키닐술포닐; 알킬술피닐; 알킬술포닐; 할로알킬티오; 할로알킬술피닐; 할로알킬술포닐; 할로겐, 시아노, 니트로, 아미노, 알킬아미노, 디알킬아미노, 아미노카보닐, 알킬아미노카보닐 및 디알킬아미노카보닐;로 부터 독립적으로 선택되고; X 및 Y는 H, NO2, CN, 할로겐, 알킬, 알킬카보닐아미노, 알콕시카보닐, 포르밀, 알킬카보닐, 할로알킬, 디알킬포스포네이트, 알킬포스피네이트, 알킬포스폰아미도, 디알킬포스폰아미도, 트리알킬포스폰아미도, 테트라알킬포스폰아미도, 아미노카보닐, 알킬아미노카보닐, 디알킬아미노카보닐, 옥시미노, 알킬옥시미노, 디알킬히드라존으로 부터 독립적으로 선택되고, X 및 Y는 양자 모두가 H이거나 동시에 알킬은 아니다.
  12. 제11항에 있어서, 하기 구조식을 갖는 화합물을 포함하는 조성물:
    이하, 상기 식에서 Ar은 2치환 혹은 3치환된 페닐이며, 그 치환체는 할로, (C1-C4)알킬, (C1-C4)알콕시, 시아노, 할로(C1-C4)알킬;로 부터 선택되고 A 및 B는 둘다 CH2이고; X 및 Y 중 하나는 H, (C1-C4)알킬 및 할로로 부터 선택되고 X 및 Y중 다른 하나는 NO2, CN, (C1-C4)알킬옥시미노, (C1-C4)디알킬히드라존 및 아미노카보닐;로 부터 선택되며; 및 Z는 CH=CH임을 특징으로 하는 제초제 조성물.
  13. 제12항에 있어서, 하기 구조식을 갖는 화합물을 포함하는 조성물:
    이하, Ar은 2,3,4-치환된 페닐이며, 이중 상기 치환체는 (C1-C4)알킬, (C1-C4)알콕시 및 할로로부터 A 및 B는 둘다 CH2이고, X 및 Y 중 하나는 H이고 X 및 Y중 다른 하나는 NO2및 CN으로 부터 선택되며; 및 Z는 CH=CH임을 특징으로 하는 제초제 조성물.
  14. 제11항에 있어서, 상기 화합물은 조성물의 중량을 기준으로 0.01-99.9%를 포함함을 특징으로 하는 제초제 조성물.
  15. 제11항에 있어서, 상기 화합물은 상기 조성물의 중량을 기준으로 1.0-85%를 포함함을 특징으로 하는 제초제 조성물.
  16. 제11항에 있어서, 나아가 비료를 포함함을 특징으로 하는 조성물.
  17. 제16항에 있어서, 상기 화합물은 상기 조성물의 중량을 기준으로 5-25%를 포함함을 특징으로 하는 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019960045310A 1995-10-12 1996-10-11 아릴-치환된 시클로알칸과 시클로알켄 화합물, 이들을 포함한 제초제 조성물 및 이들을 이용한 불필요한 초목의 방제방법 KR970019859A (ko)

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