KR900004695A - 신규의 피라졸 화합물, 그의 제조 방법, 그의 용도 및 제조시의 중간체 - Google Patents

신규의 피라졸 화합물, 그의 제조 방법, 그의 용도 및 제조시의 중간체 Download PDF

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KR900004695A
KR900004695A KR1019890014032A KR890014032A KR900004695A KR 900004695 A KR900004695 A KR 900004695A KR 1019890014032 A KR1019890014032 A KR 1019890014032A KR 890014032 A KR890014032 A KR 890014032A KR 900004695 A KR900004695 A KR 900004695A
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hydrogen atom
haloalkyl
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나오또 메끼
가즈에 니시다
도모또시 이마하세
히로아끼 후지모또
겐이찌 미끼따니
히로다까 다까노
요리꼬 오가사와라
마사히로 다마끼
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모리 히데오
스미또모가가꾸고오교 가부시끼가이샤
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Publication of KR900004695A publication Critical patent/KR900004695A/ko

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Abstract

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Description

신규의 피라졸 화합물, 그의 제조방법, 그의 용도 및 제조시의 중간체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (19)

  1. 하기 일반식(I)의 피라졸 화합물.
    [상기 식중, R1은 수소원자이거나, 알킬 또는 페닐기이고: R2는 수소원자이거나, 알킬 또는 할로알킬기이며; R3는 수소원자이거나, 알킬 또는 페닐기이고; R4및 R5는 각각 동일 또는 상이할 수 있으며, 수소원자이거나 알킬기이고; R6는 수소원자이거나, 알킬, 할로알킬, 알케닐, 알콕시알킬, 알킬티오알킬, 트리알킬실릴 또는 디알킬페닐실릴기이거나, 임의 치환된 시클로알킬, 시클로알케닐, 페닐 또는 피리딜기이며; R7은 알킬, 할로알킬, 알케닐, 할로알케닐, 알키닐, 할로알키닐, 알콕시알킬, 알킬티오알킬 또는 모노 또는 이달킬아미노알킬기이거나, 임의 치환된 시클로알킬 또는 시클로알케닐기이거나, 기또는(여기서, X는 산소 또는 황원자이고, V는 각각 동일 또는 상이할 수 있으며, 수소 또는 할로겐원자이거나, 알킬, 할로알킬, 알콕실, 할로알콕실 또는 메틸렌디옥시기이며, A는 질소원자이거나 케틴기이고, n은 1내지 5의 정수이다)이고; Z는 산소 또는 황원자이다.]
  2. 제1항에 있어서, R1이 수소원자 또는 알킬기이고, R2가 메틸기이며, R3가 수소원자인 피라졸 화합물.
  3. 제2항에 있어서, R4및 R5가 각각 수소원자인 피라졸 화합물.
  4. 제3항에 있어서, R7이 알킬, 할로알킬, 알케닐, 하로알케닐, 알키닐, 할로알키닐 또는 알콕시알킬기이거나, 임의 치환된 시클로알킬 또는 시클로알케닐기이거나, 기또는
    (여기서, X는 산소 또는 황원자이고, V는 각각 동일 또는 상이할 수 있으며, 수소 또는 할로겐원자이거나, 알킬, 할로알킬, 알콕실, 하로알콕실 또는 메틸렌디옥시기이며, A는 질소원자이거나 메틸기이고, n은 1 내지 5의 정수이다)인 피라졸 화합물.
  5. 제4항에 있어서, R1이 메틸기이고, R6가 수소원자이거나, 알킬, 할로알킬, 알케닐, 알콕시알킬, 트리알킬실릴 또는 디알킬페닐실릴기이거나, 임의 치환된 시클로알킬, 시클로알케닐 또는 페닐기인 피라졸 화합물.
  6. 제5항에 있어서, Z가 산소원자인 피라졸 화합물.
  7. 제6항에 있어서, R7이 알킬 또는 할로알킬기이거나, 임의 치환된 시클로알킬기이거나, 기
    (여기서 V는 각각 동일 또는 상이할 수 있으며, 수소 또는 하로겐 원자이거나, 알킬, 할로알킬, 알콕실 또는 메틸렌디옥시기이고, n은 1 내지 5의 정수이다)인 피라졸 화합물.
  8. 제7항에 있어서, 하기의 화합물들로부터 선택된 피라졸 화합물.
    1.3-디메틸-5-페녹시피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸헵트-2-엔-4-이닐에테로; 1,3-디메틸-5-(p-플루오로페녹시)피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸-6-메톡시헥스-2-엔-4-이닐에테르; 1,3-디메틸-5-(3,5-디플루오로페녹시)피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸-6-메톡시헥스-2-엔-4-이닐에테르; 1,3-디메틸-5-페녹시피라졸-4-카르보알독심 0.-2-플루오로-5-트리메틸실릴펜트-2-엔-4-이닐에테르; 1,3-디메틸-5-페녹시피라졸-4-카르보알독심 0-2-플루오로-5-(디메틸페닐실릴)펜트-2-엔-4-이닐에테르; 1,3-디메틸-5-페녹시피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸옥트-2-엔-4-이닐에테르; 1,3-디메틸-페녹시피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸옥트-2-엔-4-이닐에테르; 1,3-디메틸-5-페녹시피라졸-4-카르보알독심 0-2-플루오로-6-메틸헵트-2-엔-4-이닐에테르; 1,3-디메틸-5-페녹시피라졸-4-카르보알독심 0-2-플루오로-5-시클로헥실펜트-2-엔-4-이닐에테르; 1,3-디메틸-5-페녹시피라졸-4-카르보알독심 0-2-플루오로펜트-2-엔-4-이닐에테르; 1,3-디메틸-5-페놀시피라졸-4-카르보알독심 0-2-플루오로-5-페닐펜트-2-엔-4-이닐에테르; 1,3-디메틸-5-이소프로필옥시피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸헵트-2-엔-4-이닐에테르; 1,3-디메틸-5-(p-메틸페녹시)피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸헵트-2-엔-4-이닐에테르; 1,3-디메틸-5-(p-메톡시페녹시)피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸헵트-2-엔-4-이닐에테르; 1,3-디메틸-5-(p-플루오로페녹시)피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸헵트-2-엔-4-이닐에테르; 1,3-디메틸-5-(m-플루오로페녹시)피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸헵트-2-엔-4-이닐에테르; 1,3-디메틸-5-(3,5-디플루오로페녹시)피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸헵트-2-엔-4-이닐에테르; 1,3-디메틸-5-페녹시피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸-6-메톡시헥스-2-엔-4-이닐에테르; 1,3-디메틸-5-(p-메틸페녹시)피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸-6-메톡시헥스-2-엔-4-이닐에테르; 1,3-디메틸-5-(p-메톡시페녹시)피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸-6-메톡시헥스-2-엔-4-이닐에테르; 1,3-디메틸-5-(m-플루오로페녹시)피라졸-4-카르보알독시 0-2-플루오로-6,6-디메틸-6-메톡시헥스-2-엔-4-이닐에테르; 1,3-디메틸-5-2차-부틱옥시피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸헵트-2-엔-4-이닐에테르; 1,3-디메틸-5-2차-부틸옥시피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸-6-메톡시헥스-2-엔-4-이닐에테르; 1,3-디메틸-5-(2,2,3,3,3-펜타플루오로-n-프로필옥시)-피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸헥스-2-엔-4-이닐에테르; 1,3-디메틸-5-2차-부틸옥시피라졸-4-카르보알독심 0-2-플루오로-5-트리메틸실릴펜트-2-엔-4-이닐에테르; 1,3-디메틸-5-2차-부틸옥시피라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸옥트-2-엔-4-이닐에테르; 1,3-디메틸-5-시클로헥실옥시키라졸-4-카르보알독심 0-2-플루오로-6,6-디메틸헬트-2-엔-4-이닐에테르.
  9. 하기 일반식(Ⅱ)의 화합물을 하기 일반식(Ⅲ)의 화합물과 반응시킴을 특징으로 하는 하기 일반식(I)의 화합물의 제조방법.
    [상기 식중 R1은 수소원자이거나, 알킬 또는 페닐기이고; R2는 수소원자이거나, 알킬 또는 할로알킬기이며; R3는 수소원자이거나 알킬 또는 페닐기이고; R4및 R5는 각각 동일 또는 상이할 수 있으며, 수소원자이거나, 알킬기이고, R6는 수소원자이거나, 알킬, 할로알킬, 알케닐, 알콕시알킬 또는 알킬디오알킬기 이거나, 임의 치환된 시클로알킬, 시클로알케닐, 페닐 또는 피리딜기이고; R7은 알킬, 할로알킬, 알케닐, 할로알케닐, 알키닐, 하로알키닐, 알콕시알킬, 알킬디오알킬 또는 모노 또는 디알킬아미노알킬기이거나, 임의 치환된 시클로알킬 또는 시클로알케닐기이거나 가
    (여기서, X는 산소 또는 황원자이고, V는 각각 동일 또는 상이할 수 있으며, 수소 또는 할로겐원자이거나, 알킬, 할로알킬, 알콕실, 할로알콕실 또는 메틸렌디옥시기이며, A는 질소원자이거나 메틸기이고, n은 1 내지 5의 정수이다)이며; Z는 산소 또는 황원자이고; W1는 할로겐원자이다.]
  10. 하기 일반식(Ⅱ)의 화합물을 하기 일반식(Ⅵ)의 화합물과 반응시킴을 특징으로 하는 하기 일반식(I')의 화합물의 제조방법.
    [상기 식중, R1은 수소원자이거나, 알킬 또는 페닐기이고: R2는 수소원자이거나, 알킬 또는 할로알킬기이며; R3는 수소원자이거나, 알킬 또는 페닐기이고; R4및 R5는 각각 동일 또는 상이하며 수소원자이거나 알킬기이고; R6는 수소원자이거나, 알킬, 할로알킬, 알케닐, 임의 치환된 시클로알킬, 시클로알케닐, 페닐 또는 피리딜기이며; R7은 알킬, 할로알킬, 알케닐, 할로알케닐, 알키닐, 할로알키닐, 알콕시알킬, 알킬티오알킬 또는 모노 또는 디알킬아미노알킬기이거나, 임의 치환된 시클로알킬 또는 시클로알케닐기이거나, 기(여기서, X는 산소 또는 황원자이고, V는 각각 동일 또는 상이할 수 있으며, 수소 또는 할로겐원자이거나, 알킬, 할로알킬, 알콕실, 할로알콕실 또는 메틸렌디옥시기이며, A는 질소원자이거나 메틴기이고, n은 1내지 5의 정수이다)이고; Z는 산소 또는 황원자이고; W2는 할로겐원자이다.]
  11. 하기 일반식(Ⅵ)의 화합물을 하기 일반식(Ⅴ)의 화합물과 반응시킴을 특징으로 하는 하기 일반식(I')의 화합물의 제조방법.
    [상기 식중, R1은 수소원자이거나, 알킬 또는 페닐기이고: R2는 수소원자이거나, 알킬 또는 할로알킬기이며; R3는 수소원자이거나, 알킬 또는 페닐기이고; R4및 R5는 각각 동일 또는 상이하며 수소원자이거나 알킬기이고; R6는 수소원자이거나, 알킬, 할로알킬, 알케닐, 알콕시알킬 또는 알킬티오알킬기이거나, 임의 치환된 시클로알킬, 시클로알케닐, 페닐 또는 피리딜기이며; R7은 알킬, 할로알킬, 알케닐, 할로알케닐, 알키닐, 할로알키닐, 알콕시알킬, 알킬티오알킬 또는 모노 또는 디알킬아미노알킬기이거나, 임의 치환된 시클로알킬 또는 시클로알케닐기이거나, 기(여기서, X는 산소 또는 황원자이고, V는 각각 동일 또는 상이할 수 있으며, 수소 또는 할로겐원자이거나, 알킬, 할로알킬, 알콕실, 할로알콕실 또는 메틸렌디옥시기이며, A는 질소원자이거나 메틴기이고, n은 1내지 5의 정수이다)이며; Z는 산소 또는 황원자이다.]
  12. 하기 일반식(I")의 화합물을 트리알킬실릴클로라이드 또는 이알킬페닐실릴클로라이드와 반응시킴을 특징으로 하는 하기 일반식(I")의 화합물의 제조방법.
    [상기 식중, R1은 수소원자이거나, 알킬 또는 페닐기이고: R2는 수소원자이거나, 알킬 또는 할로알킬기이며; R3는 수소원자이거나, 알킬 또는 페닐기이고; R4및 R5는 각각 동일 또는 상이하며 수소원자이거나 알킬기이고; R6는 수소원자이거나, 알킬기이고 R6는 트리알킬실릴 또는 디알킬페닐실릴기이머; R7은 알킬, 할로알킬, 알케닐, 할로알케닐, 알키닐, 할로알키닐, 알콕시알킬, 알킬티오알킬 또는 모노 또는 디알킬아미노알킬기이거나, 임의 치환된 시클로알킬 또는 시클로알케닐기이거나, 기(여기서, X는 산소 또는 황원자이고, V는 각각 동일 또는 상이할잖안또는 시클로알케닐기이거나, 기
    (여기서, X는 산소 또는 황원자이고, V는 각각 동일 또는 상이할, n은 1내지 5의 정수이다)이며; Z는 산소 또는 황원자이다.]
  13. 활성 성분으로서 살충, 살비 및/또는 살진균적 유효량인 제1항의 피라졸 화합물과 불활성 담체 또는 희석제를 함유하는 살충성, 살비성 및/또는 살진균성 조성물.
  14. 활성 성분으로서 살충, 살비 및/또는 살진균적 유효량인 제1항의 피라졸 화합물을 해충, 진드기 및/또는 곰팡이가 번식하는 지역에 살포함을 특징으로 하는 해충, 진드기 및/또는 곰팡이의 방제 또는 제거방법.
  15. 제1항의 피라졸 화합물의 살충제, 살비제 및/또는 살진균제로서의 용도.
  16. 하기 일반식(Ⅲ)의 화합물.
    [상기 식중, R4및 R5는 각각 동일 또는 상이할 수 있으며, 수소원자 또는 알킬기이고; R6'는 수소원자 또는 알킬, 할로알킬, 알케닐, 알콕시알킬 또는 알키티오알킬기이거나, 임의 치환된 시클로알킬, 시클로알케닐, 페닐 또는 피리딜기이며; W1는 할로겐원자이다.]
  17. 하기 일반식(Ⅴ)의 화합물.
    [상기 식중, R4및 R5는 각각 동일 또는 상이할 수 있으며, 수소원자 또는 알킬기이고; R6'는 수소원자 또는 알킬, 할로알킬, 알케닐, 알콕시알킬 또는 알키티오알킬기이거나, 임의 치환된 시클로알킬, 시클로알케닐, 페닐 또는 피리딜기이다.]
  18. 하기 일반식(XI)의 화합물.
    [상기 식중, R4및 R5는 각각 동일 또는 상이할 수 있으며, 수소원자 또는 알킬기이고; R6'는 수소원자 또는 알킬, 할로알킬, 알케닐, 알콕시알킬 또는 알키티오알킬기이거나, 임의 치환된 시클로알킬, 시클로알케닐, 페닐 또는 피리딜기이다.]
  19. 하기 일반식(Ⅵ)의 화합물.
    [상기 식중, R4및 R5는 각각 동일 또는 상이할 수 있으며, 수소원자 또는 알킬기이고; R6'는 수소원자 또는 알킬, 할로알킬, 알케닐, 알콕시알킬 또는 알키티오알킬기이거나, 임의 치환된 시클로알킬, 시클로알케닐, 페닐 또는 피리딜기이며; W1는 할로겐원자이다.]
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019890014032A 1988-09-29 1989-09-29 신규의 피라졸 화합물, 그의 제조 방법, 그의 용도 및 제조시의 중간체 KR900004695A (ko)

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US5081144A (en) * 1989-04-07 1992-01-14 Ube Industries, Ltd. Pyrazoleoxime derivative and insecticide, acaricide and fungicide
FR2682379B1 (fr) * 1991-10-09 1994-02-11 Rhone Poulenc Agrochimie Nouveaux phenylpyrazoles fongicides.
AU7319100A (en) * 1999-09-24 2001-04-24 Agro-Kanesho Co. Ltd. Insecticidal and acaricidal agents
DE10063864A1 (de) * 2000-12-21 2002-06-27 Bayer Ag Pyrazoloximhaltige Formkörper zur dermalen Bekämpfung von Parasiten an Tieren
CN105777640B (zh) * 2014-12-19 2020-01-07 沈阳中化农药化工研发有限公司 一种吡唑环己二醇醚类化合物及其应用
CN104557710B (zh) * 2014-12-25 2017-12-15 南通大学 含多取代基吡唑结构的吡唑肟类化合物的制备和应用

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JPH0657698B2 (ja) * 1985-08-31 1994-08-03 日本農薬株式会社 ピラゾ−ルオキシム誘導体及びその製造方法
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DE68903918D1 (de) 1993-01-28
ES2052925T3 (es) 1994-07-16
EP0361827A1 (en) 1990-04-04
IL91776A0 (en) 1990-06-10
AU616564B2 (en) 1991-10-31
CA1329606C (en) 1994-05-17
IL91776A (en) 1994-06-24
US4980345A (en) 1990-12-25
EP0361827B1 (en) 1992-12-16
AU4142889A (en) 1990-05-17
BR8904946A (pt) 1990-05-08
EG19098A (en) 1994-06-30
TR24102A (tr) 1991-03-18
DE68903918T2 (de) 1993-07-08
MY106418A (en) 1995-05-30
US5028714A (en) 1991-07-02

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