NO174804C - - Google Patents
Info
- Publication number
- NO174804C NO174804C NO912853A NO912853A NO174804C NO 174804 C NO174804 C NO 174804C NO 912853 A NO912853 A NO 912853A NO 912853 A NO912853 A NO 912853A NO 174804 C NO174804 C NO 174804C
- Authority
- NO
- Norway
- Prior art keywords
- pct
- dimethylcarbamoyloxy
- acetophenone
- sec
- solvent
- Prior art date
Links
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 6
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 abstract 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- WQXWIKCZNIGMAP-UHFFFAOYSA-N 3',5'-Dihydroxyacetophenone Chemical compound CC(=O)C1=CC(O)=CC(O)=C1 WQXWIKCZNIGMAP-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 abstract 1
- YIIMEMSDCNDGTB-UHFFFAOYSA-N Dimethylcarbamoyl chloride Chemical compound CN(C)C(Cl)=O YIIMEMSDCNDGTB-UHFFFAOYSA-N 0.000 abstract 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 abstract 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 abstract 1
- ANZXOIAKUNOVQU-UHFFFAOYSA-N bambuterol Chemical compound CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(O)CNC(C)(C)C)=C1 ANZXOIAKUNOVQU-UHFFFAOYSA-N 0.000 abstract 1
- 229960003060 bambuterol Drugs 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229940043232 butyl acetate Drugs 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- 229940093499 ethyl acetate Drugs 0.000 abstract 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 abstract 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 abstract 1
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 abstract 1
- 229940011051 isopropyl acetate Drugs 0.000 abstract 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 238000010791 quenching Methods 0.000 abstract 1
- 230000000171 quenching effect Effects 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C269/00—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C269/04—Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups from amines with formation of carbamate groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
- Fats And Perfumes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE8904064A SE8904064D0 (sv) | 1989-12-01 | 1989-12-01 | Improved method of preparing an intermediate for the manufacture of bambuterol |
| PCT/SE1990/000792 WO1991008197A1 (en) | 1989-12-01 | 1990-11-29 | Improved method of preparing an intermediate for the manufacture of bambuterol |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| NO912853D0 NO912853D0 (no) | 1991-07-19 |
| NO912853L NO912853L (no) | 1991-07-19 |
| NO174804B NO174804B (no) | 1994-04-05 |
| NO174804C true NO174804C (da) | 1994-07-13 |
Family
ID=20377664
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO912853A NO174804B (no) | 1989-12-01 | 1991-07-19 | Fremgangsmåte for fremstilling av et mellomprodukt for fremstilling av bambuterol |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US5200551A (da) |
| EP (1) | EP0456799B1 (da) |
| JP (1) | JPH04503218A (da) |
| AT (1) | ATE106388T1 (da) |
| AU (1) | AU630013B2 (da) |
| CA (1) | CA2045554A1 (da) |
| DE (1) | DE69009461T2 (da) |
| DK (1) | DK0456799T3 (da) |
| ES (1) | ES2054483T3 (da) |
| IE (1) | IE65994B1 (da) |
| NO (1) | NO174804B (da) |
| PT (1) | PT96051B (da) |
| SE (1) | SE8904064D0 (da) |
| WO (1) | WO1991008197A1 (da) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4954886B2 (ja) * | 2004-11-08 | 2012-06-20 | エムキュア ファーマシューティカルズ リミテッド | (s)−3−[(1−ジメチルアミノ)エチル]−フェニル−n−エチル−n−メチル−カルバミン酸の効率的製造方法 |
| ES2301439B1 (es) * | 2005-08-31 | 2009-05-01 | Universidad De Malaga | Uso de aminoacido tipo micosporina (m-gly) como antioxidante o aditivo en productos alimentarios. |
| KR100701743B1 (ko) | 2005-10-05 | 2007-03-29 | 주식회사 라이트팜텍 | 밤부테롤의 신규한 제조 방법 |
| CN102617404A (zh) * | 2012-04-06 | 2012-08-01 | 张长利 | 盐酸班布特罗及其中间体的制备工艺 |
| CN104262202B (zh) * | 2014-09-12 | 2016-12-07 | 广东东阳光药业有限公司 | 班布特罗中间体的制备工艺 |
| CN106187820B (zh) * | 2016-07-02 | 2017-09-19 | 深圳市康立生生物科技有限公司 | 一种班布特罗杂质b的制备方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3404975A (en) * | 1964-12-18 | 1968-10-08 | Fmc Corp | m-(carbamoyloxy)-carbanilates as herbicides |
| DE3163871D1 (en) * | 1980-07-09 | 1984-07-05 | Draco Ab | 1-(dihydroxyphenyl)-2-amino-ethanol derivatives; preparation, compositions and intermediates |
| DE3441108A1 (de) * | 1984-11-10 | 1986-05-15 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von o-(1-methoxy-2-chlor)-ethoxyphenyl-n-methylcarbamat |
| US4925971A (en) * | 1987-12-08 | 1990-05-15 | Asahi Kasei Kogyo Kabushiki Kaisha | Method for producing aliphatic o-arylurethanes |
-
1989
- 1989-12-01 SE SE8904064A patent/SE8904064D0/xx unknown
-
1990
- 1990-11-20 US US07/741,424 patent/US5200551A/en not_active Expired - Fee Related
- 1990-11-26 IE IE424790A patent/IE65994B1/en not_active IP Right Cessation
- 1990-11-29 WO PCT/SE1990/000792 patent/WO1991008197A1/en not_active Ceased
- 1990-11-29 AT AT91900394T patent/ATE106388T1/de not_active IP Right Cessation
- 1990-11-29 CA CA002045554A patent/CA2045554A1/en not_active Abandoned
- 1990-11-29 DK DK91900394.7T patent/DK0456799T3/da active
- 1990-11-29 EP EP91900394A patent/EP0456799B1/en not_active Expired - Lifetime
- 1990-11-29 ES ES91900394T patent/ES2054483T3/es not_active Expired - Lifetime
- 1990-11-29 JP JP3501014A patent/JPH04503218A/ja active Pending
- 1990-11-29 DE DE69009461T patent/DE69009461T2/de not_active Expired - Fee Related
- 1990-11-29 AU AU68981/91A patent/AU630013B2/en not_active Ceased
- 1990-11-30 PT PT96051A patent/PT96051B/pt not_active IP Right Cessation
-
1991
- 1991-07-19 NO NO912853A patent/NO174804B/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO1991008197A1 (en) | 1991-06-13 |
| IE65994B1 (en) | 1995-11-29 |
| US5200551A (en) | 1993-04-06 |
| EP0456799B1 (en) | 1994-06-01 |
| AU6898191A (en) | 1991-06-26 |
| DK0456799T3 (da) | 1994-10-03 |
| NO912853D0 (no) | 1991-07-19 |
| NO174804B (no) | 1994-04-05 |
| PT96051B (pt) | 1998-02-27 |
| AU630013B2 (en) | 1992-10-15 |
| EP0456799A1 (en) | 1991-11-21 |
| IE904247A1 (en) | 1991-06-05 |
| DE69009461D1 (de) | 1994-07-07 |
| CA2045554A1 (en) | 1991-06-02 |
| PT96051A (pt) | 1991-09-13 |
| NO912853L (no) | 1991-07-19 |
| DE69009461T2 (de) | 1994-10-13 |
| JPH04503218A (ja) | 1992-06-11 |
| SE8904064D0 (sv) | 1989-12-01 |
| ES2054483T3 (es) | 1994-08-01 |
| ATE106388T1 (de) | 1994-06-15 |
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