KR840006244A - 5-11하이드로-11-[(4-메틸-1-피페라지닐)-아세틸]-6H-피리도 [2,3-b] [1,4] 벤조디아제핀-6-온의 제조방법 - Google Patents
5-11하이드로-11-[(4-메틸-1-피페라지닐)-아세틸]-6H-피리도 [2,3-b] [1,4] 벤조디아제핀-6-온의 제조방법 Download PDFInfo
- Publication number
- KR840006244A KR840006244A KR1019830004476A KR830004476A KR840006244A KR 840006244 A KR840006244 A KR 840006244A KR 1019830004476 A KR1019830004476 A KR 1019830004476A KR 830004476 A KR830004476 A KR 830004476A KR 840006244 A KR840006244 A KR 840006244A
- Authority
- KR
- South Korea
- Prior art keywords
- lithium
- pyrido
- piperazinyl
- methyl
- alkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 3
- -1 4-methyl-1-piperazinyl Chemical group 0.000 title claims 2
- 229910052744 lithium Inorganic materials 0.000 claims 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 3
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- ZCSHNCUQKCANBX-UHFFFAOYSA-N lithium diisopropylamide Chemical compound [Li+].CC(C)[N-]C(C)C ZCSHNCUQKCANBX-UHFFFAOYSA-N 0.000 claims 2
- 150000007522 mineralic acids Chemical class 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- YZPAKBGVJIVPEU-UHFFFAOYSA-N 1,2-benzodiazepin-6-one Chemical compound N1=NC=CC=C2C(=O)C=CC=C21 YZPAKBGVJIVPEU-UHFFFAOYSA-N 0.000 claims 1
- JCXZKUZXVQKENT-UHFFFAOYSA-N 2-(4-methylpiperazin-1-ium-1-yl)acetate Chemical compound CN1CCN(CC(O)=O)CC1 JCXZKUZXVQKENT-UHFFFAOYSA-N 0.000 claims 1
- MIRBIZDDMSFTKY-UHFFFAOYSA-N 5,11-dihydropyrido[2,3-b][1,4]benzodiazepin-6-one Chemical compound O=C1NC2=CC=CN=C2NC2=CC=CC=C12 MIRBIZDDMSFTKY-UHFFFAOYSA-N 0.000 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 claims 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000006184 cosolvent Substances 0.000 claims 1
- HSUGRBWQSSZJOP-RTWAWAEBSA-N diltiazem Chemical compound C1=CC(OC)=CC=C1[C@H]1[C@@H](OC(C)=O)C(=O)N(CCN(C)C)C2=CC=CC=C2S1 HSUGRBWQSSZJOP-RTWAWAEBSA-N 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 claims 1
- UBJFKNSINUCEAL-UHFFFAOYSA-N lithium;2-methylpropane Chemical compound [Li+].C[C-](C)C UBJFKNSINUCEAL-UHFFFAOYSA-N 0.000 claims 1
- 244000144972 livestock Species 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004344 phenylpropyl group Chemical group 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (7)
- 일반식(Ⅰ)의 5,11-디하이드로-6H-피리도[2,3-b] [1,4] 벤조디아제핀-6-온을 먼저 유기 용매중에서 적어도 2당량의 리튬알킬 또는 리튬아릴과-60 내지 0℃에서 반응시키고, 계속하여 일반식(Ⅲ)의 (4-메틸-1-피페라지닐)-아세트산의 에스테르와 반응시켜 축종 생성물을 분리하고, 임의로는 무기 또는 유기산과의 염으로 전환시킴을 특징으로 하여 다음 구조식(Ⅳ)의 5,11-디하이드로-11-[(4-메틸-1-피페라 지닐)-아세틸]-6H-피리도 [2,3-b] [1,4] 벤조디아제핀-6-온 및 그의 무기 또는 유기산과의 염을 제조하는 방법.
-
- 상기 식에서, R은 알킬, 아릴 또는 아르알킬 그룹을 나타낸다.
- 제1항에 있어서, -10℃에서 반응이 진행됨을 특징으로 하는 방법.
- 제1항 또는 2항에 있어서, 리튬알킬 또는 6-알릴로서, 테트라메틸에틸렌디아민의 임의 존재하의 n-부틸리튬, 3급-부틸리튬, 리튬 디이소프로필아미드, 리튬 디사이클로 헥실아미드 또는 리튬페닐이 사용되고 용매로써 디에틸에테르와 같은 에테르, 테트라하이드로푸란 또는 헥산 같은 지방족 탄화수소 또는 이용매들의 혼합물을 사용하고 임의로는 보조용매로써 헥사메틸 포스포르아미드를 사용하는 방법.
- 제1항, 2항 또는 제3항에 있어서, 일반식(Ⅲ)의 에스테르로써 R이 탄소수 1 내지 6의 알킬 그룹 또는 페닐메틸, 페닐에틸 또는 페닐프로필그룹을 나타내는 화합물을 사용하는 방법.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19823235795 DE3235795A1 (de) | 1982-09-28 | 1982-09-28 | Neues verfahren zur herstellung von 5,11-dihydro-11-((4-methyl-1-piperazinyl)- acetyl)- 6h-pyrido(2,3-b)(1,4)- benzodiazepin-6-on |
| DEP3235795.8 | 1982-09-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR840006244A true KR840006244A (ko) | 1984-11-22 |
Family
ID=6174310
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019830004476A KR840006244A (ko) | 1982-09-28 | 1983-09-24 | 5-11하이드로-11-[(4-메틸-1-피페라지닐)-아세틸]-6H-피리도 [2,3-b] [1,4] 벤조디아제핀-6-온의 제조방법 |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP0104566B1 (ko) |
| JP (1) | JPS5980684A (ko) |
| KR (1) | KR840006244A (ko) |
| AT (1) | ATE25524T1 (ko) |
| CA (1) | CA1202625A (ko) |
| CS (1) | CS236894B2 (ko) |
| DD (1) | DD211350A5 (ko) |
| DE (2) | DE3235795A1 (ko) |
| DK (1) | DK441183A (ko) |
| ES (1) | ES8405793A1 (ko) |
| FI (1) | FI73680C (ko) |
| GR (1) | GR79679B (ko) |
| HU (1) | HU187976B (ko) |
| NO (1) | NO833474L (ko) |
| PL (1) | PL139939B1 (ko) |
| PT (1) | PT77401B (ko) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3735895A1 (de) * | 1987-10-23 | 1989-05-03 | Thomae Gmbh Dr K | Kondensierte diazepinone, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| IT1225729B (it) * | 1988-08-12 | 1990-11-26 | Menarini S A S Firenze A | Derivati della 5,5-diossido-6,11-diidrodibenzo (c,f)(1,2,5) tiadiazepina, loro sali e relativi procedimenti di fabbricazione |
| EP1518231B1 (en) | 2002-06-20 | 2006-11-29 | Koninklijke Philips Electronics N.V. | Method and device for determining a set of recording pulse series parameters for optical carrier recording, and optical record carrier |
| CN103044419A (zh) * | 2012-09-04 | 2013-04-17 | 苏州弘森药业有限公司 | 一种合成盐酸哌仑西平的方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1130973B (it) * | 1980-03-17 | 1986-06-18 | Microsules Argentina Sa De S C | Processo per la preparazione di derivati di 5,11-di-idro-6h-pirido(2,3-b) (1,4)-benzodiazepin-6-one,derivati finali ed intermedi di sintesi in tal modo ottenuti |
-
1982
- 1982-09-28 DE DE19823235795 patent/DE3235795A1/de not_active Withdrawn
-
1983
- 1983-09-17 AT AT83109230T patent/ATE25524T1/de not_active IP Right Cessation
- 1983-09-17 DE DE8383109230T patent/DE3369847D1/de not_active Expired
- 1983-09-17 EP EP83109230A patent/EP0104566B1/de not_active Expired
- 1983-09-20 FI FI833349A patent/FI73680C/fi not_active IP Right Cessation
- 1983-09-24 KR KR1019830004476A patent/KR840006244A/ko not_active Application Discontinuation
- 1983-09-26 DD DD83255117A patent/DD211350A5/de unknown
- 1983-09-26 GR GR72533A patent/GR79679B/el unknown
- 1983-09-27 CA CA000437625A patent/CA1202625A/en not_active Expired
- 1983-09-27 NO NO833474A patent/NO833474L/no unknown
- 1983-09-27 HU HU833352A patent/HU187976B/hu unknown
- 1983-09-27 ES ES525969A patent/ES8405793A1/es not_active Expired
- 1983-09-27 CS CS837048A patent/CS236894B2/cs unknown
- 1983-09-27 PT PT77401A patent/PT77401B/pt unknown
- 1983-09-27 JP JP58179100A patent/JPS5980684A/ja active Pending
- 1983-09-27 PL PL1983243918A patent/PL139939B1/pl unknown
- 1983-09-27 DK DK441183A patent/DK441183A/da not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| FI833349A0 (fi) | 1983-09-20 |
| ATE25524T1 (de) | 1987-03-15 |
| PT77401B (de) | 1986-03-20 |
| CA1202625A (en) | 1986-04-01 |
| FI73680B (fi) | 1987-07-31 |
| NO833474L (no) | 1984-03-29 |
| ES525969A0 (es) | 1984-06-16 |
| FI833349A (fi) | 1984-03-29 |
| GR79679B (ko) | 1984-10-31 |
| HU187976B (en) | 1986-03-28 |
| DE3235795A1 (de) | 1984-03-29 |
| DK441183D0 (da) | 1983-09-27 |
| ES8405793A1 (es) | 1984-06-16 |
| DK441183A (da) | 1984-03-29 |
| EP0104566A3 (en) | 1985-05-15 |
| PL139939B1 (en) | 1987-03-31 |
| PL243918A1 (en) | 1984-09-10 |
| EP0104566A2 (de) | 1984-04-04 |
| FI73680C (fi) | 1987-11-09 |
| EP0104566B1 (de) | 1987-02-25 |
| DE3369847D1 (en) | 1987-04-02 |
| DD211350A5 (de) | 1984-07-11 |
| CS236894B2 (en) | 1985-05-15 |
| JPS5980684A (ja) | 1984-05-10 |
| PT77401A (de) | 1983-10-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR850007593A (ko) | 4-치환 피페라진-2-카르복실산의 제조방법 | |
| KR910006201A (ko) | 티에노피리딘의 페닐아세트산 유도체와 α-브로모-페닐아세트산의 제조방법. | |
| KR860008967A (ko) | 입체 장해된 하이드록시페닐카복실 산 에스테르의 제조방법 | |
| KR850005414A (ko) | 치환된 5,11-디하이드로-6H-디벤즈 [b.e]아제핀-6-온의 제조방법 | |
| KR860004088A (ko) | 피플루 오로 알킬 비닐 중합체의 제조방법 | |
| KR840006244A (ko) | 5-11하이드로-11-[(4-메틸-1-피페라지닐)-아세틸]-6H-피리도 [2,3-b] [1,4] 벤조디아제핀-6-온의 제조방법 | |
| GB1482068A (en) | Heterocyclic diones as stabilisers for organic material | |
| DE2026687A1 (de) | Novenamin und Verfahren zu dessen Herstellung | |
| MA18611A1 (fr) | Procede d'extraction | |
| McIntosh et al. | Some methods for the preparation of α-alkylated vinylphosphonium salts and their use in 2, 5-dihydrothiophene synthesis | |
| KR840004065A (ko) | 2-시아노-2-프로페노산 및 그 유도체의 제조방법 | |
| KR870004104A (ko) | 플루오란 유도체와 그의 제조방법 및 그를 함유하는 기록물질 | |
| KR870011147A (ko) | 유기용제의 가용성 아연화 알콕시 알콕시드 및 그 제조방법 | |
| GB1496098A (en) | Spiranic derivative useful as perfuming and flavour-modifying ingredient | |
| KR920002533A (ko) | 석유 화학 추출용매의 산화 방지방법 | |
| SU510994A1 (ru) | Способ получени сульфонов" | |
| JPS557832A (en) | Preparation of fibrous zr-containing phosphoric acid compound | |
| JPS54112892A (en) | Substituted imidazolidinyl-3-chloro-3-cephem-4-carboxylic acid | |
| KR850001744A (ko) | 4-r'-5-q-1,6-나프티리딘-2(1h)-온류의 제법 | |
| ES8206522A1 (es) | Un procedimiento para la preparacion de esteres del acido apovincaminico racemico u opticamente activos | |
| KR840002842A (ko) | 2-페닐이미다조[2,1-b] 벤조티아졸 화합물의 제조방법 | |
| SU1043991A1 (ru) | Способ получения алкиловых эфиров 4,5-дибром-2-гексеновой кислоты | |
| KR860001087A (ko) | 치환된 1,3-디옥산의 제조방법 | |
| KR840005743A (ko) | 안지오렌신-전환 효소 억제제의 제조방법 | |
| KR830003510A (ko) | 알킬사이클로알킬-5-피리미디놀의 포스포러스 에스테르 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |