KR870003973A - 살충성 n'-치환-n,n'-디아실히드라진 - Google Patents

살충성 n'-치환-n,n'-디아실히드라진 Download PDF

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KR870003973A
KR870003973A KR1019860008854A KR860008854A KR870003973A KR 870003973 A KR870003973 A KR 870003973A KR 1019860008854 A KR1019860008854 A KR 1019860008854A KR 860008854 A KR860008854 A KR 860008854A KR 870003973 A KR870003973 A KR 870003973A
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South Korea
Prior art keywords
butyl
hydrazine
alkyl
phenyl
substituted
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KR1019860008854A
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KR900006130B1 (ko
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아담찌-퉁스
어니스트 알러 하롤드
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윌리암 이 람버트 3세
롬 앤드 하스 컴퍼니
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Priority claimed from US06/789,797 external-priority patent/US4985461A/en
Application filed by 윌리암 이 람버트 3세, 롬 앤드 하스 컴퍼니 filed Critical 윌리암 이 람버트 3세
Publication of KR870003973A publication Critical patent/KR870003973A/ko
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    • C07ORGANIC CHEMISTRY
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    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/32Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D207/325Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
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Abstract

내용 없음

Description

살충성 N'-치환-N,N'-디아실히드라진
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (26)

  1. 하기 일반식의 살충성 유효화합물 및 그의 농경학적으로 허용 가능한 염
    식중에서, X및 X'가 O이고 A 및 B가 비치환된 페닐인 경우, R1은 이소프로필(-CH(CH3)2); 2-메틸프로필(-CH2CH(CH3)2); 3-메틸부틸(-CH2CH2CH(CH3)2); 네오펜틸(2,2-디메틸프로필; -CH2C(CH3)3) 또는 시클로헥실메틸(-CH2C6H11)이 아니고, 또한 X가 X'가인 경우, R1은 t-부틸(-C(CH3)3)이고, A는 비치환된 페닐이며, B가 4-니트로페닐이 아니라면 X 및 X'은 같거나 또는 다른 O,S 또는 O, S 또는 NR; R1은 R1이 10탄소원자 보다 작은 경우, 비치환된(C3-C10) 측쇄알킬 또는 1개 또는 2개의 같거나 또는 다른 (C3-C6) 시클로알킬로 치환된 (C1-C4) 직쇄알킬; A 및 B는 치환기가 1-3개의 같거나 또는 다른 할로; 니트로; (C1-C4) 알콕시; (C1-C4) 알킬; 또는 아미노일 수 있는 같거나 또는 다른 치환된 또는 비치환된 니프틸; 치환기가 1-5개의 같거나 또는 다른 할로; 니트로: 시아노:히드록시:(C1-C6) 알킬:(C1-C6) 할로알킬:(C1-C6) 시아노알킬:(C1-C6) 히드록시 알킬:(C1-C6) 알콕시:(C1-C6)할로알콕시:각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C6) 알콕시알킬; 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C6) 알콕시알콕시; 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C6) 알킬티오알콕시(-CRCR');(C1-C6)알콕시카르보닐옥시(-OCO2R); 각 알킬기가 기재된수의 탄소원자를 독립적으로 갖는 (C1-C6) 알카노일옥시알킬; 할로, 시아노, (C1-C4) 알킬 또는 (C1-C4) 알콕시로 임의로 치환된 (C2-C6) 알케닐; (C2-C6) 알케닐옥시; (C2-C6) 알케닐카르보닐; (C2-C6) 알케닐옥시카르보닐옥시; 할로 또는 (C1-C4) 알킬로 임의로 치환된 (C2-C6) 알키닐; 카르복시; 각 알킬기(-RCO2R')가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C6) 카르복시 알킬; 카르보닐(-COR); (C1-C6) 할로알킬카르보닐; (C1-C6) 알콕시카르보닐(-CO2R); (C1-C6) 할로알콕시카르보닐; (C1-C6) 알카노일옥시(-OCOR); 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C6) 알콕시카르보닐 알콕시(-ORCO2R'); 아미노(-NRR'); 카르복시아미노(-CONRR'); (C2-C6)알케닐카르보닐아미노;(C1-C6) 히드록시 알킬아미노카르보닐; 아미노카르보닐옥시 (-OCONRR'); 아미노(-NRCOR'); 알콕시카르보닐아미노(-NRCO2R'); 타오시아네이토; 이소티오시아네이토; (C1-C6) 티오시아네이토알킬; (C1-C6) 알킬티오; 술폭시드(C1-C6);술포닐(-S(O)R); 알킬술포닐옥시(-SO2R); 술폰아미드(-SO2NRR'); 알킬티오카르보닐(-CSR); 티오아미도(-NRCSR'); 1-3개의 같거나 또는 다른 할로, 시아노, 니트로, (C1-C4) 알킬, (C1-C4) 할로알킬, (C1-C4) 알콕시, 카르복시, 아미노, (C1-C4) 알킬아미노 또는 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C4) 디알킬아미노를 갖는 치환된 또는 비치환된 페닐; 페닐고리가 1-3개의 같거나 또는 다른 할로, 시아노, 니트로, (C1-C4) 알킬, (C1-C4) 할로알킬, (C1-C4) 알콕시, 카르복시, 아미노, (C1-C4) 알킬아미노 또는 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C4) 디알킬아미노를 갖는 치환된 또는 비치환된 펜옥시; 페닐고리가 1-3개의 같거나 또는 다른 할로, 시아노, 니트로, (C1-C4) 알킬, (C1-C4) 할로알킬, (C1-C4) 알콕시, 카르복시, 아미노, (C1-C4) 알킬아미노 또는 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C4) 디알킬아미노를 갖는 치환된 또는 비치환된 벤조일; 페닐고리가 1-3개의 같거나 또는 다른 할로, 시아노, 니트로, (C1-C4) 알킬, (C1-C4) 할로알킬, (C1-C4) 알콕시, 카르복시, 아미노, (C1-C4) 알킬아미노 또는 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C6) 디알킬아미노를 갖는 치환된 또는 비치환된 페닐티오(C1-C6) 알킬; R2가 히드록시, (C1-C4) 알킬, (C1-C4) 알콕시, 아미노(-NRR'), 페닐아미노, 카르보닐(-COR) 또는 벤조일인 아미노(-CR=N-R2);;(C1-C6) 옥시라닐; 아세틸티오세미카르바존; 피롤릴; 1 또는 2개의 메틸기로 치환된 또는 비치환된 옥사졸릴; 또는 페닐고리 위의 인접된 2 위치가 알콕시기로 치환된 경우, 이런 기들은 부착된 탄소원자와 함께 5 또는 6 원자의 디옥솔라노 또는 디옥사노 헤테로 고리를 형성하도록 결합될 수 있는 치환된 또는 비치환된 페닐이다. [상기에서 R 및 R'는 수소 또는 (C1-C6) 알킬이다].
  2. 제1항에 있어서, X 및 X'는 O 또는 S; R1은 R1이 10탄소원자 보다 작은 경우 비치환된 (C3-C8) 측쇄알킬 또는 1개 또는 2개의 같거나 또는 다른 (C3-C4) 시클로알킬로 치환된 (C1-C4) 직악알킬; A 및 B는 같거나 또는 다른 비치환된 나프틸; 또는 치환기가 1-3개의 같거나 또는 다른 할로; 니트로; 시아노; 저급(C1-C4) 알킬; 저급(C1-C4) 할로알킬; 저급(C1-C4) 시아노알킬;저급(C1-C4)알콕시; 각 알킬기가 기재된 수의 탄소우너자를 독립적으로 갖는 (C1-C4)알콕시알킬;카르보닐(-COR); 카르복시; 저급(C1-C4)알콕시카르보닐; 저급(C1-C4)알카노일옥시;(C2-C6) 알케닐;(C2-C6) 알키닐; 아미노(-NRR'); 티오시아네이토; 저급(C1-C4)알킬티오; 알킬티오카르보닐(-CSR); 1-2개의 같거나 또는 다른 할로, 니트로, (C1-C4)알킬, (C1-C4)알콕시, 카르복시, 아미노, (C1-C4)알킬아미노 또는 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C4)디 알킬아미노를 갖는 치환된 또는 비치환된 페닐; 페닐고리가 1-2개의 같거나 또는 다른 할로, 니트로, (C1-C4)알킬, (C1-C4)알콕시, 카르복시,아미노, (C1-C4)알킬아미노 또는 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C4)디알킬 아미노를 갖는 치환된 또는 비치환된 페닐 또는 페닐고리위의 인접된 2 위치가 알콕시기로 치환된 경우, 이런 기들은 서로 결합하여 5- 또는 6-원자의 디옥솔라노 또는 디옥사노 헤테로 고리를 형성할 수 있는 치환된 또는 비치환된 페닐[상기에서 R 및 R'는 수소 또는 (C1-C4) 알킬이다]인 화합물 및 농경학적으로 허용 가능한 그의염.
  3. 제2항에 있어서, X 및 X'는 O 또는 S; R1은 측쇄(C3-C8) 알킬; A 및 B는 같거나 또는 다른 비치환된 나프틸; 1-3개의 같거나 또는 다른 할로; 니트로; 시아노; 저급(C1-C4)알킬; 저급(C1-C4) 할로알킬;저급(C1-C4)시아노알킬; 저급(C1-C4)알콕시; 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 저급(C1-C4)알콕시알킬; 카르보닐(-COR); 저급(C1-C4) 알콕시카르보닐; 저급(C1-C4)알카노일옥시; 티오시아네이토; 1-2개의 같거나 또는 다른 할로, 니트로, (C1-C4)알킬, (C1-C4)알콕시, 카르복시, 아미노, (C1-C4)알킬아미노 또는 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C4)디알킬아미노를 갖는 치환된 또는 비치환된 페닐; 또는 페닐고리가 1-2개의 같거나 또는 다른 할로, 니트로, (C1-C4)알킬, (C1-C4)알콕시, 카르복가, 아미노, (C1-C4) 알킬아미노 또는 각 알킬기가 기재된 수의 탄소원자를 독립적으로 갖는 (C1-C4) 디알킬아미노를 갖는 치환된 또는 비치환된 페닐 [상기에서 R은 수소 또는 (C1-C4) 알킬이다] 인 화합물 및 농경학적으로 허용 가능한 그의 염.
  4. 제3항에 잇어서, X 및 X'는 O; R1은 측쇄(C4-C7) 알킬; 및 A 및 B는 같거나 또는 다른 페닐 또는 치환기가 1-3의 같거나 또는 다른 할로, 니트로, 저급(C1-C4)알킬, 저급(C1-C4)알콕시 또는 저급 (C1-C4) 할로알킬일 수 있는 치환된 페닐인 화합물 및 농경학적으로 허용가능한 그의 염.
  5. 제4항에 있어서, X 및 X'는 O; R1은 t-부틸, 네오펜틸(2,2-디메틸프로필) 또는 1,2,2-트리메틸프로필; A 및 B는 같거나 또는 다른 페닐 또는 치환기가 1,2 또는 3개의 같거나 또는 다른 클로로, 풀루오로, 브로모, 요오드, 메틸, 에틸, 메톡시 또는 트리플루오로 메틸일 수 있는 치환된 페닐인
    화화합 및 및농경학적으로 허용 가능한 그의염.
  6. 제5항에 있어서, X 및 X'는 O; R1은 t-부틸; 및 A 및 B는 A는 4-메틸페닐이고 B는 3,5-디메틸페닐, A 및 B가 페닐, A는 4-메틸페닐이고 B는 3-메틸페닐, A는 페닐이고 B는 4-클로로페닐, A는 4-메틸페닐이고 B는 3,5-디메틸페닐, A는 2,3-디메틸페닐이고 B는 3-메틸페닐, A는 2,3-디메틸페닐이고 B는 3,5-디메틸페닐, A는 2,3-디메틸페닐이고 B는 2-브로모페닐, A는 2,3-디메틸페닐이고 B는 2,4-디클로로페닐, A는 2,3-디메틸페닐이고 B는 2-클로로-5-메틸페닐, A는 페닐이고 B는 2-브로모페닐, A는 페닐이고 B는 3,4-디클로로페닐, A는 2-메틸-3-클로로페닐이고 B는 페닐, A는 2-메틸-3-클로로페닐이고 B는 2,4-디클로로페닐, A는 2-메틸-3-브로모페닐이고 B는는 2,4-디클로로페닐, A는 2-클로로-3-메틸페닐이고B는 2,4-디클로로페닐, A는 2-메틸-3-브로모페닐이고 B는 3,5-디메틸페닐, A는 2,6-디플루오로페닐이고 B는 3,4-디클로로페닐, A는 2,6-디플루오로페닐이고 B는 3,5-디클로로페닐, A는 2,6-디플루오로 페닐이고 B는 2,4-디클로로페닐, A는 2,6-디플루오로페닐이고 B는 3,5-디클로로페닐, A는 2-플루오로-6-클로로페닐이고 B는 2,4-디클로로페닐, A는 2-클로로페닐이고 B는 2,4-디클로로페닐, A는 페닐이고 B는 2,4-디클로로페닐, A는 2-메틸-3-클로로페닐이고 B는 4-플루오로페닐, A는 2-메틸-3-클로로페닐이고 B는 2-브로모페닐, A는 2-메틸-3-브로모페닐이고 B는 3-메틸페닐, A는 페닐이고 B는 3-클로로-4-루오로페닐 및 A는 2-메틸-3-브로모페닐이고 B는 4-클로로페닐인 군에서 선택된 화합물 및 농경학적으로 허용가능한 그의염.
  7. 제5항에 있어서, X 및 X'는 O; R1은 1,2,2-트리메틸프로필; A는 4-에틸페닐 또는 2,3-디메틸페닐; 및 B는 3,5-디메틸페닐인 화합물.
  8. 농경학적으로 허용가능한 담체 및 제1 내지 5항중 어느 한항에 따른 화합물을 살충유효량 함유함을 특징으로 하는 살충성조성물.
  9. 제8항에 있어서, 상기화합물이 조성물의 약 0.0001중량%-약99중량% 존재하는 조성물.
  10. 제9항에 있어서, 상기화합물이 조성물의 약 0.01중량%-약 75중량% 존재하는 조성물.
  11. 제8항에 있어서, 상기 화합물이N'-t-부틸-N-(4-메틸벤조일)-N'(3,5-디메틸조일)히드라진, N'-t-부틸-N-벤조일-N'-(4-클로로벤조일)히드라진, N'-t-부틸-N-벤조일-N'-(3-클로로-4-플루오로벤조일) 히드라진, N'-t-부틸-N-(4-메틸벤조일)-N'-(3-메틸벤조일) 히드라진, N'-t-부틸-N,N'-디벤조일히드라진, N'-t-부틸-N-(4-에틸벤조일)-N'-(3,5-디메틸벤조일) 히드라진, N'-t-부틸-N-(2,3-디메틸벤조일)-N'-(3-메틸벤조일) 히드라진, N'-t-부틸-N-(2,3-디메틸벤조일)-N'-(3,5-디메틸벤조일) 히드라진, N'-t-부틸-N-(2,3-디메틸벤조일)-N'-(2-브로모벤조일) 히드라진, N'-t-부틸-N-(2,3-디메틸벤조일)-N'-(2,4-디클로벤조일) 히드라진, N'-t-부틸-N-(2,3-디메틸벤조일)-N'-(2-클로로-5-메틸벤조일) 히드라진, N'-(1,2,2-트리메틸프로필(-N-(2,3-디메틸벤조일)-N'-(3,5-디메틸벤조일) 히드라진, N'-t-부틸-N-벤조일-N'-(2-브로모벤조일) 히드라진, N'-t-부틸-N-벤조일-N'-(3,4-디클로로벤조일) 히드라진, N'-t-부틸-N-(2-메틸-3-클로로벤조일)-N'-벤조일히드라진, N'-t-부틸-N-(2-메틸-3-클로로벤조일)-N'-(2,4-디클로로벤조일) 히드라진, N'-t-부틸-N-(2-메틸-3-브로모벤조일)-N'-(2,4-디클로로벤조일)히드라진, N'-t-부틸-N-(2-클로로-3-메틸벤조일)-N'-(2,4-디클로로벤조일) 히드라진, N'-t-부틸-N-(2-클로로-3-메틸벤조일)-N'-(3,5-디메틸벤조일) 히드라진,N'-t-부틸-N-(2,6-디플루오로벤조일)-N'-(3,4-디클로로벤조일) 히드라진, N'-t-부틸-N-(2,6-디플루오로벤조일)-N'-(2,4-디클로로벤조일) 히드라진, N'-t-부틸-N-(2,6-디플루오로벤조일)-N'-(3,5-디클로로벤조일) 히드라진, N'-t-부틸-N-(2-플루오로-6-클로로벤조일)-N'-(2,4-디클로로벤조일) 히드라진, N'(1,2,2-트리메부프로필)-N-(4-에틸벤조일)-N'-(3,5-디메틸벤조일) 히드라진, N'-t-부틸-N-벤조일-N'-(2,4-디클로로벤조일) 히드라진, N'-t-부틸-N-(2-클로로벤조일)-N'-(2,4-디클로로벤조일) 히드라진, N'-t-부틸-N-(2-메틸-3-클로로벤조일)-N'-(4-플루오로벤조일) 히드라진, N'-t-부틸-N-(2-메부-3-클로로벤조일)-N'-(4-브로모벤조일) 히드라진, N'-t-부틸-N-(2-메틸-3-브로모벤조일)-N'-(2-메틸벤조일) 히드라진, N'-t-부틸-N-(2-메틸-3-브로모벤조일)-N'-(3-클로로벤조일) 히드라진, N'-t-부틸-N-(2-메틸-3-브로모벤조일)-N'-(4-클로로벤조일) 히드라진, 으로 구성된 군에서 선택된 조성물.
  12. 제9항에 있어서, 상기 농경학적으로 허용 가능한 담체가 액체인 살충인 조성물.
  13. 제12항에 있어서, 유화제를 부가적으로 함유한 유학농축제형태의 살충성 조성물.
  14. 제9항에 있어서, 상기 농경학적으로 허용가능한 담체가 고체인 살충성 조성물.
  15. 제14항에 있어서, 분산제를 부가적으로 함유한 수화분말 형태의 살충성 조성물.
  16. 제14항에 있어서, 농경학적으로 허용 가능한 액체 담체 및 분산제를 부가적으로 함유한 분산제(flowable) 형태의 살충성조성물.
  17. 제14항에 있어서, 상기 조성물의 분진형태인 살충성 조성물.
  18. 제14항에 있어서, 결합제를 부가적으로 함유한 과립형태의 살충성조성물.
  19. 제14항에 있어서, 유인제를 부가적으로 함유한 바이트 형태의 살충성 조성물.
  20. N'-(2-메틸프로필)-N-N'-디벤조일허드라진; N'-이소프로필-N,N'-디벤조일히드라진; N'-(2,2-디메틸프로필)-N-N'-디벤조일히드라진; N'-(3-메틸부틸)-N,N'-디벤조일히드라진; N'-t-부틸-N-벤조일-N'-(4-니트로벤조일) 히드라진; 또는 N'-시클로헥실메틸-N,N'-디벤조일히드라진에서 선택된 조성물의 약 0.0001 중량%-약 99중량%의 화합물 및 농경학적으로 허용가능한 담체를 함유함을 특징으로 하는 살충성 조성물.
  21. 제 1 내지 6항 및 20항에 따른 조성물의 살충유효량을 상기 해충과 접촉시킴을 특징으로 하는 해충방제 방법.
  22. 제21항에 있어서, 상기 화합물을 헥타아아르당 약 10g-약 10kg 사용하는 방법.
  23. 제21항에 있어서, 상기 화합물을 헥타아아르당 약 100g-약 5kg 사용하는 방법.
  24. 제21항에 있어서, 상기 해충이 인시류 또는 딱정벌레목인 방법.
  25. 제21항에 있어서, 상기 화합물을 실물 또는 실물이 자랄 수 있는 토지에 사용되는 방법.
  26. 제21항에 있어서, 상기 화합물이 뿌리흡수 및 실물에 의한 이동이 가능하도록 사용하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019860008854A 1985-10-21 1986-10-21 살충성 n'-치환-n,n'-디아실히드라진 KR900006130B1 (ko)

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US06/789,797 US4985461A (en) 1985-10-21 1985-10-21 Insecticidal N'-substituted-N,N'-diacylhydrazines
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CA1281332C (en) 1991-03-12
AU6428986A (en) 1987-04-30
HUT44122A (en) 1988-02-29
IL80369A (en) 1991-07-18
IE862694L (en) 1987-04-21
EG18034A (en) 1991-08-30
EP0236618B1 (en) 1991-02-27

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