KR840007870A - 히드록실아민 유도체의 제조방법 - Google Patents

히드록실아민 유도체의 제조방법 Download PDF

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KR840007870A
KR840007870A KR1019840000894A KR840000894A KR840007870A KR 840007870 A KR840007870 A KR 840007870A KR 1019840000894 A KR1019840000894 A KR 1019840000894A KR 840000894 A KR840000894 A KR 840000894A KR 840007870 A KR840007870 A KR 840007870A
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group
compound
groups
formula
nitro
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KR1019840000894A
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3) 쟝떼시어(외
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허버트 후리텔
로우셀 우크라프
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Publication of KR840007870A publication Critical patent/KR840007870A/ko

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    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07C205/12—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings the six-membered aromatic ring or a condensed ring system containing that ring being substituted by halogen atoms
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    • C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
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  • Pyridine Compounds (AREA)
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  • Thiazole And Isothizaole Compounds (AREA)
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  • Quinoline Compounds (AREA)
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Abstract

내용 없음.

Description

히드록실아민 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (32)

  1. 다음 일반식(Ⅱ)의 화합물을 다음 일반식(Ⅲ)의 화합물에 작용시켜 다음 일반식(Ⅰ)의 화합물에 상응하는 다음 일반식(Ⅳ)의 화합물을 얻고, R이 수소가 아닐 때 다음 일반식(Ⅳ)의 화합물을 히드라진과 반응시켜 다음 일반식(Ⅰ)의 화합물을 얻고 필요하다면 얻어진 일반식(Ⅰ)의 화합물을 산과 반응시켜 그것의 염으로 형성시킴을 특징으로 하는 다음 일반식(Ⅰ)의 화합물 뿐만 아니라 그것의 산부가염을 제조하는 방법.
  3. 상기 식에서, Ar은 OH기, 할로겐원자, NO2및 CN 그룹으로 구성된 하나 또는 그 이상의 그룹에 의해 가능하게 치환된 폴리시클릭 또는 모노헤테로-방향성기, 다음의 기들,
  5. (여기서 각각의 R1,R2,R3,R4,R5및 R6는 같거나 다르며 수소원자, 1 내지 8 탄소원자를 함유하는 직쇄 또는 측쇄알킬기를 나타냄), R1및 OR8기, (여기서 R7및 R8은 하나 또는 그 이상의 할로겐 원자 또는 시아노기로 가능하게 치환된 8 탄소원자까지 함유한 직쇄 또는 측쇄, 포화 또는 불포화 알킬기를 나타냄),
  6. (여기서 Z는 할로겐원자, 8 탄소원자까지 함유하는 직쇄 또는 측쇄, 포화 또는 불포화 알킬기 또는 2 내지 8 탄소원자 함유 아실기를 나타냄) NHCOR11, SO2R2, SO3R13기(여기서 R9,R10,R11,R12및 R13은 1 내지 8 탄소원자 함유 알킬기를 나타냄), CO2R14기(여기서 Z은 수소원자 또는 1 내지 8탄소원자 함유 알킬기) 6 내지 14탄소원자 함유 아릴기, -CH2-CN 또는 -CH2-SO2-R15그룹(여기서 R15는 1 내지 8 탄소 원자 함유 알킬기 또는 1 내지 8 탄소원자 함유알킬기로 가능하게 치환된 6 내지 14탄소원자 함유 아릴기를 나타냄) 및 -OR16그룹을 나타내며, (여기서 R16은 1 내지 8 탄소원자 함유 알킬기, 할로겐원자 또는 NO2기로 가능하게 치환된 6 내지 14 탄소원자 함유 아릴기를 나타냄), Ar의 치환기들은 산소, 질소 및 황으로부터 선택한 가능하게 하나 또는 그 이상의 헤테로 원자함유 고리를 가능하게 형성할 수 있는 것이며, 단 여기서 Ar은 2,3 또는 4 위치에 메틸기로, 2 또는 4 위치에 니트로기, 2,3 또는 4 위치에 염소원자로 4 위치에 브롬원자로, 4 위치에 CF3기로 단일치환된, 페닐기도 나타내지 않고 불치환된 페닐기도 나타내지 않고, 2 위치에 니트로기로, 그리고 4 위치에 CF3기 또는 니트로기로 또는 2 및 6 위치에 니트로기로 치환된 페닐기도 나타내지 않고, 2,4 및 6 위치에 니트로기로 또는 2 및 4위치에 니트로기로, 그리고 6 위치에 기로삼치환된 페닐기도 나타내지 않으며, Hal은 할로겐원자를 나타내고 R은 수소원자 또는 두개의 R이 프탈이미도잔사를 형성한다.
  7. 상기 1항에 있어, 일반식(Ⅲ)의 생성물의 R이 수소원자를 나타낼 때 일반식(Ⅱ)의 생성물은 Hal이 불소 또는 브롬원자를 나타내는 것이 이용되며 ; -필요하다면 예를 들어 염산염과 같은 히드록실아민의 염은 수산화나트륨, 수산화칼륨 또는 암코올레이트와 같은 강염기의 존재하에 알콜 또는 히드로알코올 매질 중의 용액으로 Ar-Hal 화합물과 반응시키게 하며 ; -필요하다면 R기가 프탈이미도기를 형성하는 일반식(Ⅲ)의 화합물은 수소화나트륨 또는 수소화칼륨과 같은 강염기와 반응시키고 그 다음 일반식(Ⅱ)의 화합물과 반응시키거나 더욱 예를 들어 트리에틸아민 또는 피리딘과 같은 3급 아민의 존재하에 아세토니트릴과 같은 불활성 용매 중에서 일반식(Ⅱ)의 화합물과 직접 반응시킴을 특징으로 하는 상기의 방법.
  8. 다음 일반식(Ⅴ)의 화합물을 다음 일반식(Ⅵ)의 화합물과 반응시켜 일반식(Ⅰ)에 상응하는 화합물을 얻고 필요하다면 산과 반응시켜 그것의 염으로 형성시킴을 특징으로 하는 상기 일반식(Ⅰ)의 화합물 및 그것의 염의 제조방법.
  10. 상기식에서 Ar은 상기한 바와 같다.
  11. 상기 1 내지 3항의 방법에 있어 Ar은 하기하는 Ar'와 같은 정의를 갖는 상기 일반식(Ⅱ) 또는 (Ⅴ)의 화합물을 출발물질로 하는 다음 일반식(ⅠA)에 상응하는 상기 일반식(Ⅰ)의 화합물 및 그것의 염의 제조방법.
  13. 상기 식에서 Ar'은 OH기, 할로겐원자, NO2및 CN 그룹으로 구성된 그룹으로부터 선택한 하나 또는 그 이상의 기로 가능하게 치환된 모노 또는 폴리시클릭 방향성 또는 헤테로-방향성기, 다음의 기들,
  15. (여기서, R1,R2,R3,R4,R5및 R6는 같거나 다르며, 수소원자 또는 1-8 탄소원자 함유 직쇄 또는 측쇄알킬기를 나타냄) R7및 OR8기, (여기서 R7및 R8은 하나 또는 그 이상의 할로겐 원자로 가능하게 치환된 8 탄소원자까지 함유된 포화 또는 불포화된 직쇄 또는 측쇄알킬기를 나타냄),기, (여기서 Z는 수소원자, 8 탄소원자까지 함유 포화 또는 불포화 직쇄 또는 측쇄알킬기 또는 측쇄알킬기 또는 2 내지 18 탄소원자 함유아실기를 나타냄) NHCOR11, SO2R12, SO|3R13기(여기서 R9,R10,R11,R12및 R13은 1 내지 8 탄소원자 함유 알킬기를 나타냄), CO2R14기, (여기서 R14는 수소원자 또는 1 내지 8 탄소원자 함유 알킬기를 나타냄) 및 아킬기를 나타내며, Ar의 치환기는 산소, 질소 및 황으로부터 선택한 가능하게 하나 또는 그 이상의 헤테로 원자함유 고리를 형성하는 것이 가능할 수 있고, 단 여기서 Ar'은 2,3 또는 4위치에 메틸기로, 2 또는 4위치에 니트로기, 3 또는 4위치에 염소원자로, 4위치에 브롬원자로 또는 4 위치에 CF3기로 단일치환된 페닐기나 불치환된 페닐기를 나타내지 않고, 2위치에 니트로기로 그리고 4위치에 CF3기 또는 니트로기로 이치환 또는 2 및 6 위치에 니트로기로 이치환된 페닐기를 나타내지 않고 2,4 및 6 위치에 니트로기로 또는 2 및 4 위치에 니트로기 및 6 위치에 CF3기로 삼치환된 페닐기를 나타내지 않는다.
  16. 상기 4항에 있어, Ar이 치환된 페닐기를 나타내는 일반식(Ⅱ) 또는 (Ⅴ)의 화합물이 출발물질로 사용됨을 특징으로 하는 상기의 방법.
  17. 상기 4 또는 5항에 있어, 적어도 하나의 치환기는 니트로로서 Ar이 치환된 페닐기를 나타내는 일반식(Ⅱ) 또는 (Ⅴ)의 화합물이 출발물질로 사용됨을 특징으로 하는 상기의 방법.
  18. 상기 4 또는 5항에 있어, 적어도 하나의 치환기는 파라위치에 염소원자로서 Ar이 치환된 페닐기를 나타내는 일반식(Ⅱ) 또는 (Ⅴ)의 화합물이 출발물질로 사용됨을 특징으로 하는 상기의 방법.
  19. 상기 5,6 또는 7항에 있어, Ar은 2위치에 니트로기로, 그리고 4 위치에 염소원자로 치환된 페닐기를 나타내는 일반식(Ⅱ) 또는 (Ⅴ)의 화합물이 출발물질로 사용됨을 특징으로 하는 상기의 방법.
  20. 상기 5 또는 6항에 있어, Ar은 4위치에 니트로기로 그리고 3 위치에 1-8탄소원자 함유 알콕시기로 치환된 페닐기를 나타내는 일반식(Ⅱ) 또는 (Ⅴ)의 화합물이 출발물질로 사용됨을 특징으로 하는 상기의 방법.
  21. 상기 5 또는 6항에 있어, Ar은 4위치에 니트로기로, 그리고 2 위치에 1-8탄소원자 함유 직쇄 또는 측쇄의 알킬로 치환된 페닐기를 나타내는 일반식(Ⅱ) 또는 (Ⅴ)의 화합물이 출발물질로 사용됨을 특징으로 하는 상기의 방법.
  22. 상기 4항에 있어, Ar이 다음 치환기로 가능하게 치환된 일반식(Ⅱ) 또는 (Ⅴ)의 화합물을 출발물질로 사용됨을 특징으로 하는 상기의 방법.
  24. 상기 4항에 있어, Ar은 다음기를 나타내는 일반식(Ⅱ) 또는 (Ⅴ)의 화합물을 출발물질로 사용됨을 특징으로 하는 상기의 방법.
  26. 상기 4항에 있어, Ar은 -2-메틸-4-니트로페닐, 또는 4-니트로-3-메톡시페닐을 나타내는 일반식(Ⅱ) 또는 (Ⅴ)의 화합물을 출발물질로 사용됨을 특징으로 하는 상기의 방법.
  27. 상기 4항에 있어, Ar은 다음 기로 구성된 그룹에서 선택된 것을 나타내는 일반식(II) 또는 (V)의 화합물을 출발물질로 사용됨을 특징으로 하는 상기의 방법 : -5-니트로퀴놀릴, 2-클로로-4-니트로페닐, 2-니트로-4-클로로페닐 2,4-디클로로페닐 4-니트로-2-트리플루오로메틸페닐, 2-(1RS-히드록시에틸)-4-니트로페닐, 2,4-디클로로페닐, 2-시아노페닐, 3-(프로핀-2-일옥시)-4-니트로페닐, 3,4-디클로페닐.
  28. 상기 1항에서 정의된 적어도 하나의 일반식(Ⅰ)의 화합물 뿐만 아니라 그것의 산부가염을 활성성분으로 함유함을 특징으로 하는 식물재배지용 생장인자로 농업용으로 사용하기 위한 조성물.
  29. 상기 4-12항에서 정의된 적어도 하나의 일반식(Ⅰ)의 화합물뿐만 아니라 그것의 산부가염을 활성성분으로 함유함을 특징으로 하는 식물재배지용 생산인자로 농업용으로 사용하기 위한 조성물.
  30. 상기 13항에서 정의된 적어도 하나의 화합물을 활성성분으로 함유함을 특징으로 하는 식물재배지용 생장인자로 농업용으로 사용하기 위한 조성물.
  31. 상기 14항에서 정의된 적어도 하나의 화합물을 활성성분으로 함유함을 특징으로 하는 식물재배지용 생장인자로 농업용으로 사용하기 위한 조성물.
  32. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840000894A 1983-02-23 1984-02-23 히드록실아민 유도체의 제조방법 KR840007870A (ko)

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AU557583B2 (en) 1986-12-24
OA07667A (fr) 1985-05-23
ES529940A0 (es) 1984-11-01
CA1219591A (fr) 1987-03-24
DK86384D0 (da) 1984-02-22

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