KR870002134A - 치환된 피라졸린-5-온의 제조 방법 - Google Patents
치환된 피라졸린-5-온의 제조 방법 Download PDFInfo
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- KR870002134A KR870002134A KR1019860006563A KR860006563A KR870002134A KR 870002134 A KR870002134 A KR 870002134A KR 1019860006563 A KR1019860006563 A KR 1019860006563A KR 860006563 A KR860006563 A KR 860006563A KR 870002134 A KR870002134 A KR 870002134A
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Abstract
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Claims (4)
- (a) 일반식(II)의 4-옥시미노-피라졸린-5-온과 일반식(III)의 알킬화제를 필요에 따라 희석제의 존재하에, 필요에 따라 산결합제의 존재하에 및 필요에 따라 촉매의 존재하에 반응시키거나, (b) 일반식(IV)의 알콕시미노카복실산에스테르와 일반식(V)의 히드라진유도체를 필요에 따라 희석제의 존재하에 반응시키거나, (c) 상기방법 (a) 또는 (b)에 의해 수득할 수 있는 일반식(Ia)의 4-알콕시미노-피라졸린-5-온과 일반식(VI)의 알킬화제를 필요에 따라 희석제의 존재하에, 필요에 따라 산결합제의 존재하에 및 필요에 따라 촉매의 존재하에 반응시킴을 특징으로 하는 일반식(I)의 치환된 피라졸린-5-온의 제조방법.상기식에서, R1및 R2는 서로 독립적으로 각각 수소, 알킬, 알케닐, 알키닐, 시아노알킬, 하이드록시알킬, 알콕시알킬, 알킬티오알킬, 알콕시카보닐, 하이드록시카보닐알킬, 알콕시카보닐알킬, 아미노카보닐알킬, 알킬아미노카보닐알킬 또는 디알킬아민카보닐알킬을 나타내거나, 각 경우에 임의로 치환된 옥시란일알킬, 아릴킬, 헤테로사이클릴 또는 아릴을 나타내고, Het는 임의로 치환된 헤테로사이클릭 라디칼을 나타내고, A는 수소 또는 알칼리금속양이온을 나타내고, X는 전자-방출이탈그룹을 나타내고, R는 알킬을 나타내고, R2'는 알킬, 알케닐, 알키닐, 시아노알킬, 하이드록시알킬, 알콕시알킬, 알킬티오알킬, 하이드록시카보닐알킬 또는 알콕시카보닐알킬을 나타내거나, 각 경우에 임의로 치환된 아랄킬 또는 헤테로사이클릴을 나타내며, Y는 전자-방출이탈그룹을 나타낸다.
- 제1항에 있어서, R1및 R2가 서로 독립적으로 각각 수소를 나타내거나, 각 경우에 개개의 알킬, 알케닐 또는 알키닐 부분에 탄소수 8개 이하를 갖는 직쇄 또는 측쇄알킬, 알케닐, 알키닐, 시아노알킬, 하이드록시알킬, 알콕시알킬, 알킬티오알킬, 알콕시카보닐, 하이드록시키보닐알킬, 알콕시카보닐알킬, 아미노카보닐알킬, 알킬아미노카보닐알킬 또는 디알킬아미노카보닐알킬을 나타내거나, 즉쇄 또는 측쇄알킬부분에 탄소수 1 내지 4의 옥시란일알킬을 나타내거나, 1,1-디옥소테트라 하이드로티에닐을 나타내거나, 알킬부분에 탄소수 1 내지 4개 및 아릴부분에 탄소수 6 내지 10개를 가지며 같거나 다른 치환기에 의해 임의로 일치환 또는 다치환된 직쇄 또는 측쇄알릴킬을 나타내거나, 탄소수 6내지 10개를 가지며 같거나 다른 치환기에 의해 임의로 일치환 또는 다치환된 아릴을 나타내며, 각 경우에 아릴부분에 가능한 치환기는 할로겐, 시아노, 니트로, 하이드록실, 각 경우에 탄소수 4개 이하를 갖는 직쇄 또는 측쇄알킬, 알콕시, 디옥시알킬렌, 알킬카보닐옥시 및 알킬티오, 각 경우에 탄소수 4개 이하 및 같거나 다른 할로겐원자 9개 이하를 갖는 직쇄 또는 측쇄할로게노알킬, 할로게노알콕시 및 할로게노알킬티오, 및 페닐이며; Het는 1내지 3개의 헤테로원자, 특히 질소, 산소 및/또는 황을 가지며 같거나 다른 치환기에 의해 임의로 일치환 또는 다치환되며/되거나 벤조-융합된 포화 또는 불포화 5원 또는 6원 헤테로사이클릭라디칼을 나타내며, 가능한 치환기는 하이드록실, 할로겐, 시아노, 니트로, 각 경우에 탄소수 1 내지 4개 및 할로게노알킬의 경우에 같거나 다른 할로겐원자 1 내지 9개를 갖는 즉쇄 또는 측쇄알킬, 알콕시 및 할로게노알킬, 및 저급알킬, 저급알콕시, 할로겐 및/또는 니트로를 포함하는 그룹으로부터 같거나 다른 치환기에 의해 임의로 일치환 또는 다치환된 페닐인 방법.
- 제1항에 있어서, R1및 R2가 서로 독립적으로 각각 수소, 메틸, 에틸, n-또는 i-프로필, n-, i-, s- 또는 t-부틸, 알릴, 부테닐, 프로파길, 사이노메틸, 시아노에틸, 하이드록시메틸, 하이드록시에틸, 메톡시메틸, 메톡시에틸, 에톡시메틸, 에톡시에틸, 메틸티오메틸, 메톡시카보닐, 에톡시카보닐, 하이드록시카보닐메틸, 하이드록시카보닐에틸, 메톡시카보닐메틸, 메톡시카보닐에틸, 에톡시카보닐메틸, 에톡시카보닐에틸, 아미노카보닐메틸, 메틸아미노카보닐메틸, 에틸아미노카보닐메틸, 디메틸아미노카보닐메틸, 디에틸아미노카보니메틸, 아미노카보닐에틸, 옥시란일메틸 또는 옥시란일에틸을 나타내거나, 1,1-디옥소테트라하이드로티엔-3-일을 나타내거나, 같거나, 다른 치환기에 의해 임의로 일-,이- 또는 삼-치환된 벤질 또는 페닐을 나타내며, 가능한 치환기는 불소, 염소, 취소, 옥소, 시아노, 니트로, 하이드록실, 메틸, 에틸, n- 또는 i-프로필, n-, i-, s- 또는 t-부틸, 메톡시, 에톡시, 디옥시메틸렌, 디옥시에틸렌, 메틸티오, 에틸티오, 아세톡시 및 프로피오닐옥시, 클로로메틸, 디클로로메틸, 트리클로로메틸, 트리플루오로메틸, 디클로로플루오로메틸, 클로로디플루오로메틸, 트리플루오로메톡시, 트리플루오로메틸티오 및 페닐을 나타내며; Het는 같거나 다른 교환기에 의해 임의로 일-, 이- 치는 삼-치환되며/되거나 벤조-융합된 다음 구조식의 헤테로사이클릭라디칼을 나타내며,각 경우에 가능한 치환기는 불소, 염소, 취소, 메틸, 에틸, n-치는 i-프로필, n-, i-, s- 또는 t-부틸, 메톡시, 에톡시, 트리플루오로메틸, 및 염소, 니트로, 메틸 및/또는 메톡시를 포함하는 그룹으로부터 같거나 다른 치환기에 의해 임의로 일-, 이- 또는 삼- 치환된 페닐이며; 또한 X는 각 경우에 산소 또는 황을 나타내는 방법.
- 일반식(XI)의 하이드록시카복실산에스테르를 일반식(III)의 알킬화제와 필요에 따라 희석제의 존재하에 및 필요에 따라 산결합제의 존재하에 +10℃ 내지 +80℃의 온도에서 반응시킴을 특징으로 하는 일반식(IV)의 알콕시미노카복실산에스테르의 제조방법.상기식에서, R은 알킬을 나타내고, R1수소, 알킬, 알케닐, 알키닐, 사이노알킬, 하이드로시알킬, 알콕시알킬, 알킬티오알킬, 알콕시카보닐, 하이드록시카보닐알킬, 알콕시카보닐알킬, 아미노카보닐알킬, 알킬아미노카보닐알킬 또는 디알킬아미노카보닐알킬 치는 각 경우에 임의로 치환된 옥시란일알킬, 아릴킬, 헤테로사이클릴 또는 아릴을 나타내며, Het는 임의로 치환된 헤테로사이클릭라디칼을 나타내며, X는 전자방출이탈그룹을 나타낸다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DEP3528753.5 | 1985-08-10 | ||
DE19853528753 DE3528753A1 (de) | 1985-08-10 | 1985-08-10 | Substituierte pyrazolin-5-one |
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KR870002134A true KR870002134A (ko) | 1987-03-30 |
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KR1019860006563A KR870002134A (ko) | 1985-08-10 | 1986-08-09 | 치환된 피라졸린-5-온의 제조 방법 |
Country Status (12)
Country | Link |
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US (3) | US4767775A (ko) |
EP (1) | EP0212360B1 (ko) |
JP (1) | JPS6259276A (ko) |
KR (1) | KR870002134A (ko) |
AT (1) | ATE47854T1 (ko) |
BR (1) | BR8603804A (ko) |
DE (2) | DE3528753A1 (ko) |
DK (1) | DK380186A (ko) |
GR (1) | GR862083B (ko) |
HU (1) | HUT42268A (ko) |
IL (1) | IL79654A0 (ko) |
ZA (1) | ZA865899B (ko) |
Families Citing this family (8)
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US4808621A (en) * | 1986-07-07 | 1989-02-28 | Warner-Lambert Company | Trans-6-[2-(N-heteroaryl-3,5-disubstituted)pyrazol-4-yl)-ethyl]- or ethenyl]tetrahydro-4-hydroxypyran-2-one inhibitors of cholesterol biosynthesis |
US5102893A (en) * | 1986-07-07 | 1992-04-07 | Warner-Lambert Company | Trans-6-(2-(n-heteroaryl-3,5-disubstituted)pyrazol-4-yl)-ethyl- or ethenyl)tetrahydro-4-hydroxypyran-2-one inhibitors of cholesterol biosynthesis |
US5162528A (en) * | 1986-12-17 | 1992-11-10 | Bayer Aktiengesellschaft | Herbicidal and fungicidal agents based on substituted pyrazolin-5-one derivatives |
DE3831430A1 (de) * | 1988-09-15 | 1990-03-22 | Bayer Ag | Substituierte 4-heterocyclyloximino-pyrazolin-5-one, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel |
DE3905312A1 (de) * | 1989-02-21 | 1990-08-23 | Bayer Ag | Substituierte 3-amino-2-pyrazolin-5-on-derivate, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von schaedlingen |
GB9010366D0 (en) * | 1990-05-09 | 1990-06-27 | Smith Kline French Lab | Medicaments |
TWI794742B (zh) | 2020-02-18 | 2023-03-01 | 美商基利科學股份有限公司 | 抗病毒化合物 |
CN117120444A (zh) | 2021-04-16 | 2023-11-24 | 吉利德科学公司 | 使用酰胺制备卡巴核苷的方法 |
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US2510696A (en) * | 1947-02-12 | 1950-06-06 | Us Rubber Co | Fungicidal composition comprising a 4, 5-pyrazoledione-4-oxime |
NL6905499A (ko) * | 1969-04-10 | 1970-10-13 | ||
JPS6034546B2 (ja) * | 1978-03-09 | 1985-08-09 | 大鵬薬品工業株式会社 | グリオキサ−ル−2−オキシム誘導体及びその製造方法 |
JPS56125392A (en) * | 1980-03-06 | 1981-10-01 | Fujisawa Pharmaceut Co Ltd | Cepham and cephem compound and preparation thereof |
DE3036281A1 (de) * | 1980-09-26 | 1982-05-13 | Boehringer Mannheim Gmbh, 6800 Mannheim | 0-substituierte brenztraubensaeureoxime, verfahren zu ihrer herstellung, ihre verwendung sowie arzneimittel, die diese verbindungen enthalten |
DE3446876A1 (de) * | 1984-05-23 | 1985-11-28 | Bayer Ag, 5090 Leverkusen | Substituierte pyrazolin-5-one |
-
1985
- 1985-08-10 DE DE19853528753 patent/DE3528753A1/de not_active Withdrawn
-
1986
- 1986-07-24 US US06/890,245 patent/US4767775A/en not_active Expired - Fee Related
- 1986-07-29 DE DE8686110445T patent/DE3666821D1/de not_active Expired
- 1986-07-29 AT AT86110445T patent/ATE47854T1/de not_active IP Right Cessation
- 1986-07-29 EP EP86110445A patent/EP0212360B1/de not_active Expired
- 1986-08-06 ZA ZA865899A patent/ZA865899B/xx unknown
- 1986-08-07 GR GR862083A patent/GR862083B/el unknown
- 1986-08-07 IL IL79654A patent/IL79654A0/xx unknown
- 1986-08-07 JP JP61184349A patent/JPS6259276A/ja active Pending
- 1986-08-08 BR BR8603804A patent/BR8603804A/pt unknown
- 1986-08-08 HU HU863503A patent/HUT42268A/hu unknown
- 1986-08-08 DK DK380186A patent/DK380186A/da not_active Application Discontinuation
- 1986-08-09 KR KR1019860006563A patent/KR870002134A/ko not_active Application Discontinuation
-
1988
- 1988-05-11 US US07/192,799 patent/US4864029A/en not_active Expired - Fee Related
-
1989
- 1989-05-10 US US07/350,064 patent/US4929738A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
DK380186D0 (da) | 1986-08-08 |
DK380186A (da) | 1987-02-11 |
IL79654A0 (en) | 1986-11-30 |
GR862083B (en) | 1986-12-24 |
US4929738A (en) | 1990-05-29 |
DE3666821D1 (de) | 1989-12-14 |
EP0212360B1 (de) | 1989-11-08 |
BR8603804A (pt) | 1987-03-17 |
HUT42268A (en) | 1987-07-28 |
ZA865899B (en) | 1987-04-29 |
US4767775A (en) | 1988-08-30 |
US4864029A (en) | 1989-09-05 |
EP0212360A1 (de) | 1987-03-04 |
JPS6259276A (ja) | 1987-03-14 |
DE3528753A1 (de) | 1987-02-19 |
ATE47854T1 (de) | 1989-11-15 |
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