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KR870004011A - 아크릴산 아미드의 제조방법 - Google Patents

아크릴산 아미드의 제조방법 Download PDF

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Publication number
KR870004011A
KR870004011A KR1019860008436A KR860008436A KR870004011A KR 870004011 A KR870004011 A KR 870004011A KR 1019860008436 A KR1019860008436 A KR 1019860008436A KR 860008436 A KR860008436 A KR 860008436A KR 870004011 A KR870004011 A KR 870004011A
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South Korea
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alkyl
phenyl
optionally
compound
substituted
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KR1019860008436A
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KR940009529B1 (ko
Inventor
쿠르체 위르겐
피퍼 헬무트
니클 조세프
베커 하인쯔-만프레드
알베르트 구이도
드란다레프스키 크리스토
루스트 지그문트
쉬뢰더 루드비히
Original Assignee
디타 라우딘
셀라메르크 게엠바하 운트 콤파니 카게
루돌프 호프만
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Priority claimed from DE19853536029 external-priority patent/DE3536029A1/de
Priority claimed from DE19853541718 external-priority patent/DE3541718A1/de
Priority claimed from DE19863615447 external-priority patent/DE3615447A1/de
Application filed by 디타 라우딘, 셀라메르크 게엠바하 운트 콤파니 카게, 루돌프 호프만 filed Critical 디타 라우딘
Publication of KR870004011A publication Critical patent/KR870004011A/ko
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Publication of KR940009529B1 publication Critical patent/KR940009529B1/ko
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    • C07D207/30—Heterocyclic 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
    • C07D207/32—Heterocyclic 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
    • C07D207/325—Heterocyclic 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
    • C07D207/327—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
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Abstract

내용 없음

Description

아크릴산 아미드의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (11)

  1. a) 일반식(Ⅱ)의 아크릴산 또는 동일 반응계에서 임의로 제조한 이의 반응성 유도체를 일반식(Ⅲ)의 아민과 반응시키거나, b) 일반식(Ⅳ)의 케톤을 일반식(Ⅴ)의 포스포노 아세트산 유도체와 반응시키거나, c) 일반식(XI)의 아크릴산 아미드에 -XY-R7그룹을 도입시키거나, d) 일반식(XIVa)또는 (XIKVb)의 화합물을 팔라듐(O)의 존재하에 일반식(XVa)또는 (XVb)의 화합물과 헥크반응(Heck reaction)시켜 그룹(A) 또는 (B)를 도입하고, 공정 a) 내지 d)에 따라 수득된 화합물을 임의로 이성체 분리를 행하고/하거나 염을 형성할 수 있는 수득된 화합물을 임의로 이들의 염으로 전환시킴을 특징으로 하여 일반식(Ⅰ)의 화합물 또는 임의로 이의 염을 제조하는 방법.
    R1은 수소; 할로겐, 시아노 또는 임의로 치환된 C1-4알킬이고,
    Q는 NR8R9또는이고,
    R2, R3, R4, R5및 R6은 동일하거나 상이할수 있으며, 수소; 할로겐; 니트로;시아노;카복시;하이드록시; C1-4알콕시카보닐;CONR10R11; NR10-CO-R11; 또는 임의로 치환된 그룹[예: C1-6알킬, C1-4알콕시, C1-4알킥 -S(O) p (여기서 p=0,1 또는 2), C3-7사이클로알킬, 페닐, 페녹시 또는 페닐-S(O)p(여기서 P=0,1 또는 2]일수 있고, R5및 R9는 동일하거나 상이할 수 있으며, 수소; 임의로 치환된 그룹(예:C1-4알킬, C3-7사이클로알킬, 페닐, 벤질, C3-7알케닐, C3-7알키닐 또는 알콕시알킬)이고,
    R10및 R11은 동일하거나 상이할 수 있으며, 수소, 벤질, 페닐 또는 C1-4알킬이며, 또한 헤타릴 또는 헤타릴옥시 중의 치환체로서 할로겐, 아미노 또는 모노-또는 디-저급 알킬아미노일 수 있거나, 함께-(CH2)4- 또는 -(CH2)5-이고, X-Y는 단일결합; -O-; -S(O) p - (여기서 p=0,1 또는 2); -CONR10- -NR10CO-; NR11CON10; -N=N-; -CHR10-S(O) P -; -CHR10CO-; (여기서 P=0,1,2); -SO2NR10-; -N=CH; -CnH2n-(여기서 n=1 to 10); -CH=CH-; -NR10CSNR11-; -NR10- ; -R10N-CHR11-; -CHR10NR11-; -O-CHR10-; -S(O) P -; -CHR10-(여기서 p=0,1, 2); -NR10SO2-or-OSO2-; -O2SO-; -O2S-NR10-; -C≡C-; -S-S-; -CHON-; -CO-; -CH=NO;C-CH2;C=CH-COOH; -NH-NH-; -N(O)=N-;-N=CH-; -N(R10)-N=CH-; -N(R10)-NH-CO-; -NH-CH=CH-;CH-C6H5; -COCH2O-; -CO-CH2S-;-COCH2NR10-; -OCH2CO-; -SCH2CO-; -CH=N-; -NR10CH2CO-; -CH2O-CONR10; -CH2O-CO; -S-CH2-; -CH2CO-; -CO-O; -O-CO-; -CO-S- 또는 -S-CO-이고; R7은 수소; NR10R11PO(OR10)(OR11); (CH2) q -CO-O-R10(여기서, q=0,1,2,3); 시아노; CONR10R11; SO2NR10R11;트리-저급알킬-실릴; R10및 R11에 의하여 일 또는 이치환된 헤타릴 또는 헤타릴옥시; [(1-포르밀아미노-2, 2, 2-트리클로로)에틸)]아미노; 1-(3, 4-디메톡시페닐)-3-(모르폴린-4-일)-프로프--1엔-3-은; 임의로 치환된 그룹(예: 페닐, 산소 및/또는 황원자에 의해 임의로 차단된 탄소수 12까지의 알킬, 산소 및/또는 황원자 및/또는 질소원자에 의해 임의로 차단된 사이클로알킬, 페닐-치환된 C1-3알킬, C2-6알케닐, C2-6알키닐, C5-8사이클로알케닐 도는 나프틸)이며, X-Y가 단일결합인 경우, R7과 R6은 또한 서로 함께 인접한, 임의로 다치환된 일반식-(CH2)n-E-(여기서, n=2또는 3), -(CH=CH)-D 또는(여기서, e=0 또는 1) [여기서, E는 CH2: O : S 또는 NR10이고, D는 CH2: O : S:NR10:-CH2-CH2-또는 -CH=CH-이다]의 가교결합일 수 있으며, R′는 저급알킬 그룹이고, Z 는 수소 또는 그룹-XY-R7에 의하여 치환될 수 있거나 이런 그룹으로 전환할 수 있는 치환체이다. [단, 일반식(XIVa)및 (XIVb)에 있어서, A및 B는 브롬 또는 요오드에 의해 치환되지 않으며, 일반식(XYa)및 (XVb)에 있어서, A 및 B는 요오드 또는 브롬을 추가로 함유하지 않는다] 이며, Hal은 브롬 또는 요오드이다.
  2. 제1항에 있어서, A가 3, 4,-디메톡시페닐, 3-에톡시-4-메톡시메틸, 3-클로로-4-메톡시페닐, 3-메틸-4-메톡시페닐, 3-브로모-4-메톡시페닐, 3-에틸-4-메톡시페닐, 3, 4, -디메틸페닐, 3, 5-디클로로-4-아미노페닐이고, B, Q및 R1은 제1항에서 정의한 바와 같은 일반식(Ⅰ)의 화합물을 제조하는 방법.
  3. 제2항에 있어서, R1이 수소인 일반식(Ⅰ)의 화합물을 제조하는 방법.
  4. 제1항, 제2항 또는 제3항에 있어서, Q가 NR8R9(여기서, R8및 R9C1-4알킬이다), 또는 모르폴리노 그룹인 일반식(Ⅰ)의 화합물을 제조하는 방법.
  5. 제1항, 제2항, 제3항 또는 제4항에 있어서, B가단일결합, 산소, 황, -CH2O-, -OCH2- 또는 -N=N-이다)인 일반식(Ⅰ)의 화합물을 제조하는 방법.
  6. 제5항에 있어서, R5및 R6는 수소이고, -X-Y-는 단일결합, 산소, 황 또는 -N=N-이며 R7은 임의로 치환된 페닐, 임의로 치환된 C1-12알킬, 산소 및/또는 황 및/또는 NR10에 의하여 1회 또는 수회 임의로 차단된 임의로 치환되고 임의로 임의로 하이드록시-치환되거나 C1-4알킬-치환된 C3-7사이클로알킬, 또는 R10및 R11에 의하여 2번까지 임의로 치환된 헤타릴인 일반식(Ⅰ)의 화합물을 제조하는 방법.
  7. 제1항에 있어서, 3-[4-(4-클로로페녹시)-페닐]-3(3, 4-디메톡시페닐)-아크릴산 모르폴라이드를 제조하는 방법.
  8. 제1항에 있어서, 3-[4-n-부틸페닐)-페닐]-3-(3, 4-디메톡시페닐)-아크릴산 모르폴라이드를 제조하는 방법.
  9. 제1항에 있어서, 3-(비페닐-4-일)-(3, 4-디메톡시페닐)-아크릴산 모르폴라이드를 제조하는 방법.
  10. 제1항에 있어서, 3-[4-(4-클로로페닐)-페닐]-3-(3, 4-디메톡시페닐)-아크릴산메틸-에틸아미드를 제조하는 방법.
  11. 제1항에 있어서, 3-(비페닐-4-일)-3-(3, 4-디메톡시페닐)-아크릴산메틸-에틸아미드를 제조하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019860008436A 1985-10-09 1986-10-08 아크릴산 아미드의 제조방법 Expired - Fee Related KR940009529B1 (ko)

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NZ217845A (en) 1990-07-26
IE63475B1 (en) 1995-04-19
AU6599990A (en) 1991-04-11
DE3689506D1 (de) 1994-02-17
IE862653L (en) 1987-04-09
PT83504A (de) 1986-11-01
CZ725986A3 (en) 1996-09-11
DK480286D0 (da) 1986-10-08
DK480286A (da) 1987-04-10
AU6360886A (en) 1987-04-16
FI864062A0 (fi) 1986-10-08
US4910200A (en) 1990-03-20
KR940009529B1 (ko) 1994-10-14
ES2061432T3 (es) 1994-12-16
CZ281649B6 (cs) 1996-12-11
PL261749A1 (en) 1988-07-07
BR8604917A (pt) 1987-07-07
IL80257A (en) 1991-11-21
HUT43997A (en) 1988-01-28
JPS62103051A (ja) 1987-05-13
PL150836B1 (en) 1990-07-31
EP0219756B1 (de) 1994-01-05
PT83504B (pt) 1989-05-31
FI864062L (fi) 1987-04-10
FI864062A7 (fi) 1987-04-10
JPH0772164B2 (ja) 1995-08-02
CA1290326C (en) 1991-10-08
AU654470B2 (en) 1994-11-10
EP0219756A1 (de) 1987-04-29
YU172586A (en) 1988-10-31
IL80257A0 (en) 1987-01-30
HU206666B (en) 1992-12-28

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