KR970065520A - 헤테로방향족 카르복실산의 아릴아미드의 제조 방법 - Google Patents

헤테로방향족 카르복실산의 아릴아미드의 제조 방법 Download PDF

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KR970065520A
KR970065520A KR1019970011300A KR19970011300A KR970065520A KR 970065520 A KR970065520 A KR 970065520A KR 1019970011300 A KR1019970011300 A KR 1019970011300A KR 19970011300 A KR19970011300 A KR 19970011300A KR 970065520 A KR970065520 A KR 970065520A
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nitrogen
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hydrogen
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장-폴 로뒤
게오르게스 칼버마텐
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론자 아게
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Abstract

일반 화학식(1):
〔여기서 An은 질소 또는 CRn(n=1-5)으로서, 고리 멤버들의 적어도 하나가 질소이고 두개의 질소 원자들이 서로 직접 결합되어 있지 아니함을 조건부로 하며;R1내지 R5는, 존재하는 경우, 서로 독립적으로 수소, C1-4-알킬 또는 아릴이고, 이때 치환기들 R1내지 R5의 하나는 화학식 -OR(여기서 R은 경우에 따라 치환되는 방향족 또는 헤테로방향족 라디칼임)의 기이며;R6는 수소 또는 C1-4-알킬이며; 그리고 R7은 경우에 따라 치환되는 방향족 또는 헤테로방향족 라디칼임〕의 헤테로방향족 카르복실산들의 아릴아미드의 제조 방법이 기술된다. 상기 아미드들은 팔라듐디포스핀 복합체의 존재하에서 해당하는 헤테로방향족 할로겐 화합물, 해당하는 방향족 아민 및 일산화 탄소로부터 얻어진다.
이 계열의 화합물들은 중요한 제초제가 된다.

Description

헤테로방향족 카르복실산의 아릴아미드의 제조 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (13)

  1. 일반 화학식(1) :
    〔여기서 : A1은 질소 또는 CR1이며, A2는 질소 또는 CR2이고, A3는 질소 또는 CR3이며, A4는 질소 또는 CR4이고 A5는 질소 또는 CR5이며, 고리 멤버들 A1내지 A5의 적어도 하나는 질소이고 두개의 질소 원자들은 서로 직접 결합되어 있지 아니함을 조건부로 하며; R1내지 R5는, 존재하는 경우, 서로 독립적으로 수소, C1-4-알킬 또는 아릴이고, 이때 치환기들 R1내지 R5의 하나는 화학식 -OR(여기서 R은 치환될 수 있는 방향족 또는 헤테로방향족 라디칼임)의 기이며;R6는 수소 또는 C1-4-알킬이며; 그리고 R7은 치환 될 수 있는 방향족 또는 헤테로방향족 라디칼임〕의 아미드들의 제조 방법으로서, 팔라듐과 일반 화학식(4):
    R8R9P-〔CH2〕n-PR10R11 (4)
    (여기서 R8내지 R11은 서로 독립적으로 페닐 또는 치환형 페닐이며 n은 3 또는 4임)의 디포스핀과의 복합체 및 염기의 존재하에, 이반 화학식(2):
    (여기에 A1내지 A5는 상기 정의된 바와 같으며 X는 염소, 브롬 또는 요오드임)의 할로겐 화합물을 일산화탄소 및 일반 화학식(3):
    R6-NH-R7(3)
    (여기서 R6및R7은 상기 정의된 바와 같음)의 아민과 반응기킴을 특징으로 하는 방법.
  2. 청구항(1)에 있어서, A2는 질소 및 피리딘 고리의 일부임을 특징으로 하는 방법.
  3. 청구항(2)에 있어서, R1은 화학식 -OR(R은 청구항(1)에서 정의된 바와 같음)의 기임을 특징으로 하는 방법.
  4. 청구항(1)에 있어서, A1은 질소 및 피리딘 고리의 일부임을 특징으로 하는 방법.
  5. 청구항(1)에 있어서, A1및 A5는 질소 및 피리미딘 고리의 일부임을 특징으로 하는 방법.
  6. 청구항 (1)에 있어서, A1및 A4는 질소 및 피라진 고리의 일부임을 특징으로 하는 방법.
  7. 청구항 (1)에 있어서, A1, A3및 A5는 질소임을 특징으로 하는 방법.
  8. 청구항 (4),(5),(6)또는 (7)에 있어서, R2는 화학식 -OR(R은 청구항(1)에서 정의된 바와 같음)의 기임을 특징으로 하는 방법.
  9. 청구항(3) 또는 (8)에 있어서, R은 치환될 수 있는 페닐기임을 특징으로 하는 방법.
  10. 청구항(1) 내지(9)의 한 항에 있어서, R6은 수소이며 R7은 치환될 수 있는 페닐기임을 특징으로 하는 방법.
  11. 청구항(1) 내지 (10)의 한 항에 있어서, X는 염소임을 특징으로 하는 방법.
  12. 청구항(1) 내지 (11)의 한 항에 있어서, 사용된 디포스핀(Ⅳ)은 1,3-비스(디페닐포스피노)프로판 또는1,4-비스(디페닐포스피노)부탄임을 특징으로 하는 방법.
  13. 청구항(1)에 있어서, 제1단계로 일반 화학식(5) :
    (여기서, A1내지 A5는 청구항(1)에서 정의된 바와 같으며, 고리 질소 원자에 인접한 탄소 원자상의 라디칼들 R1내지 R5의 하나는 Z로 치환됨을 조건부로 하고, Z는 염소, 브롬 또는 요요드이며 X는 독립적으로 염소, 브롬 또는 요오드임)의 디할리드를 일반 화학식(6) :
    R-OH (6)
    (여기서 R은 청구항(1)에서 정의한 바와 같음)의 방향족 또는 헤테로방향족 히드록실 화합물과 반응시켜 일반 화학식(2′) :
    (여기서, A1내지 A5,,R 및 X는 상기 정의된 바와 같음)의 (헤테로)아릴옥시 할로겐 화합물을 얻고, 제2단계로 팔라듐과 일반 화학식(4) :
    R8R9P-〔CH2〕n-PR10R11(4)
    (여기서 R8내지 R11및 n은 청구항(1)에서 정의된 바와 같음)의 디포스핀과의 복합체 및 염기의 존재하에, 상기 생성물을 일산화 탄소 및 일반 화학식(3) :
    R6-NH-R7(3)
    (여기서 R6및 R7은 상기 정의된 바와 같음)의 아민과 반응시킴을 특징으로 하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019970011300A 1996-03-28 1997-03-28 헤테로방향족카르복실산의아릴아미드의제조방법 KR100673348B1 (ko)

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