UA50730C2 - Спосіб одержання 1-(тіометил)циклопропаноцтової кислоти та проміжних сполук для її одержання - Google Patents
Спосіб одержання 1-(тіометил)циклопропаноцтової кислоти та проміжних сполук для її одержанняInfo
- Publication number
- UA50730C2 UA50730C2 UA97084349A UA97084349A UA50730C2 UA 50730 C2 UA50730 C2 UA 50730C2 UA 97084349 A UA97084349 A UA 97084349A UA 97084349 A UA97084349 A UA 97084349A UA 50730 C2 UA50730 C2 UA 50730C2
- Authority
- UA
- Ukraine
- Prior art keywords
- production
- thiomethyl
- cyclopropaneacetic acid
- intermediate compounds
- cyclopropanedimethanol
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 4
- KVVDRQDTODKIJD-UHFFFAOYSA-N 2-cyclopropylacetic acid Chemical class OC(=O)CC1CC1 KVVDRQDTODKIJD-UHFFFAOYSA-N 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title 1
- YAINYZJQSQEGND-UHFFFAOYSA-N [1-(hydroxymethyl)cyclopropyl]methanol Chemical compound OCC1(CO)CC1 YAINYZJQSQEGND-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- WYOMLUMUVAPMKE-UHFFFAOYSA-N 2-[1-(hydroxymethyl)cyclopropyl]acetonitrile Chemical compound N#CCC1(CO)CC1 WYOMLUMUVAPMKE-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 abstract 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/20—Esters of monothiocarboxylic acids
- C07C327/32—Esters of monothiocarboxylic acids having sulfur atoms of esterified thiocarboxyl groups bound to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/16—Preparation of carboxylic acid nitriles by reaction of cyanides with lactones or compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/10—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms two oxygen atoms and one sulfur atom, e.g. cyclic sulfates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Toxicology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Винахід являє собою новий спосіб одержання циклічного сульфіту 1,1-циклопропандиметанолу, що передбачає: а) взаємодію 1,1-циклопропандиметанолу з діалкілсульфітом в присутності основи та b) вилучення з реакційної суміші спирту як побічного продукту реакції. Спосіб включено до додаткових нових способів одержання 1-(гідроксиметил)циклопропанацетонітрилу та 1-(тіометил)циклопропаноцтової кислоти.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/376,715 US5523477A (en) | 1995-01-23 | 1995-01-23 | Process for the preparation of 1-(thiomethyl)-cyclopropaneacetic acid |
| PCT/US1996/000625 WO1996022987A1 (en) | 1995-01-23 | 1996-01-19 | Process for the preparation of 1-(thiomethyl)-cyclopropaneacetic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA50730C2 true UA50730C2 (uk) | 2002-11-15 |
Family
ID=23486169
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UA97084349A UA50730C2 (uk) | 1995-01-23 | 1996-01-19 | Спосіб одержання 1-(тіометил)циклопропаноцтової кислоти та проміжних сполук для її одержання |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US5523477A (uk) |
| EP (1) | EP0805808A1 (uk) |
| CN (1) | CN1072218C (uk) |
| AR (1) | AR000772A1 (uk) |
| AU (1) | AU4657396A (uk) |
| BR (1) | BR9607083A (uk) |
| CZ (1) | CZ234897A3 (uk) |
| EA (2) | EA000090B1 (uk) |
| FI (1) | FI973085A7 (uk) |
| HR (1) | HRP960028A2 (uk) |
| RO (1) | RO118131B1 (uk) |
| SK (1) | SK99897A3 (uk) |
| TW (1) | TW322475B (uk) |
| UA (1) | UA50730C2 (uk) |
| WO (1) | WO1996022987A1 (uk) |
| YU (1) | YU3596A (uk) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5904068A (en) | 1996-04-30 | 1999-05-18 | Eaton Corporation | Semi-automatic shift implementation with synchronized transmission emulation |
| CN1318400C (zh) * | 2002-02-06 | 2007-05-30 | 戴尔玛化学品股份有限公司 | 制备1-(巯基甲基)-环丙烷乙酸的方法 |
| CA2371048C (en) | 2002-02-06 | 2011-01-04 | Delmar Chemicals Inc. | Process for the preparation of 1-(mercaptomethyl)-cyclopropaneacetic acid |
| CN1852713B (zh) * | 2003-04-15 | 2010-12-01 | 默沙东公司 | 孟鲁司特钠的多晶型 |
| ATE522507T1 (de) * | 2003-10-10 | 2011-09-15 | Synhton B V | Montelukast in fester phase |
| EP1708708A1 (en) * | 2004-01-30 | 2006-10-11 | Teva Pharmaceutical Industries Ltd. | Montelukast free acid polymorphs |
| US20050187244A1 (en) * | 2004-01-30 | 2005-08-25 | Entire Interest. | Montelukast sodium polymorphs |
| EP1760077A1 (en) * | 2004-01-30 | 2007-03-07 | Teva Pharmaceutical Industries Ltd. | Montelukast free acid polymorphs |
| EP1646612B1 (en) * | 2004-04-21 | 2009-07-01 | Teva Pharmaceutical Industries Ltd | Processes for preparing montelukast sodium |
| US7501517B2 (en) * | 2004-04-30 | 2009-03-10 | Synthon Ip, Inc. | Process for making montelukast and intermediates therefor |
| US7829716B2 (en) * | 2004-04-30 | 2010-11-09 | Synthon Pharmaceuticals, Inc. | Process for making montelukast and intermediates therefor |
| DE602004031678D1 (de) * | 2004-07-19 | 2011-04-14 | Matrix Lab Ltd | Verfahren zur herstellung von montelukast und salzen davon |
| KR20090015186A (ko) * | 2005-07-05 | 2009-02-11 | 테바 파마슈티컬 인더스트리즈 리미티드 | 몬테루카스트의 정제 |
| US20080214823A1 (en) * | 2005-07-20 | 2008-09-04 | Dr. Reddy's Laboratories Ltd. | Preparation of Montelukast |
| US20070161796A1 (en) * | 2005-11-16 | 2007-07-12 | Ilan Kor-Sade | Drying methods of montelukast sodium by azeotropic removal of the solvent |
| AR057908A1 (es) * | 2005-11-18 | 2007-12-26 | Synthon Bv | Proceso para preparar montelukast e intermediarios del mismo |
| EP1986649A4 (en) * | 2006-02-21 | 2010-03-31 | Chemagis Ltd | NOVEL MONTELUKAST AMMONIUM SALT POLYMORPHS AND METHODS FOR PREPARING THE SAME |
| US7528254B2 (en) * | 2006-02-27 | 2009-05-05 | Chemagis Ltd. | Process for preparing montelukast and salts thereof |
| WO2007107297A1 (en) * | 2006-03-17 | 2007-09-27 | Synthon B.V. | Montelukast amantadine salt |
| US20090326232A1 (en) * | 2006-06-26 | 2009-12-31 | Uttam Kumar Ray | Process for the Preparation of Leukotriene Receptor Antagonist (Montelukast Sodium) |
| GB0618703D0 (en) * | 2006-09-22 | 2006-11-01 | Almac Sciences Ltd | Synthesis of leikotriene compounds |
| US7700776B2 (en) * | 2006-10-24 | 2010-04-20 | Formosa Laboratories, Inc. | Compounds and preparation for montelukast sodium |
| US7271268B1 (en) | 2006-12-22 | 2007-09-18 | Formosa Laboratories Inc. | Process for preparation of [1-(mercaptomethyl)cyclopropyl]acetic acid and related derivatives |
| US20080188664A1 (en) * | 2007-01-15 | 2008-08-07 | Chemagis Ltd. | Process for preparing montelukast sodium containing controlled levels of impurities |
| KR101072896B1 (ko) * | 2007-10-09 | 2011-10-17 | 한미홀딩스 주식회사 | 이온성 액체 매개체를 이용한 몬테루카스트산의 제조 방법 |
| CN102046602A (zh) * | 2008-04-25 | 2011-05-04 | 斯索恩有限公司 | 制备孟鲁司特中间体的方法 |
| US8207343B2 (en) * | 2008-05-26 | 2012-06-26 | Laurus Labs Private Limited | Process for preparing montelukast and salts thereof |
| CN101880270B (zh) * | 2009-05-07 | 2012-10-03 | 上海华升生物科技有限公司 | 一种制备1,1-环丙烷二甲醇环亚硫酸酯的方法 |
| WO2011004298A1 (en) | 2009-07-09 | 2011-01-13 | Alembic Limited | Montelukast hexamethylenediamine salt and its use for the preparation of montelukast sodium |
| US8471030B2 (en) | 2010-12-06 | 2013-06-25 | Orochem Technologies Inc. | Purification of montelukast using simulated moving bed |
| KR101431678B1 (ko) | 2012-01-10 | 2014-08-22 | (주)위즈켐 | 1-(1'-(카복시메틸)시클로프로판메틸디설파닐메틸)시클로프로판아세트산과 그 유도체의 제조방법 |
| CN103058884B (zh) * | 2012-12-14 | 2014-10-29 | 武汉赛狮药物化学有限公司 | 1-羟甲基环丙基乙腈的合成方法 |
| CN111170939A (zh) * | 2019-12-20 | 2020-05-19 | 牡丹江恒远药业股份有限公司 | 一种高纯度孟鲁司特钠及其中间体的制备方法 |
| CN112094212B (zh) * | 2020-09-07 | 2025-08-01 | 江苏阿尔法集团盛基药业(宿迁)有限公司 | 一种孟鲁司特钠侧链的制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK304185A (da) * | 1984-07-27 | 1986-01-28 | Hoffmann La Roche | Fremgangsmaade til fremstilling af furanon |
| ATE165088T1 (de) * | 1990-10-12 | 1998-05-15 | Merck Frosst Canada Inc | Ungesättigte hydroxyalkylchinolinsäuren als leukotrien-antagonisten |
| US5270324A (en) * | 1992-04-10 | 1993-12-14 | Merck Frosst Canada, Inc. | Fluorinated hydroxyalkylquinoline acids as leukotriene antagonists |
| CA2111372C (en) * | 1992-12-22 | 2007-01-16 | Robert N. Young | Diaryl 5,6-fusedheterocyclic acids as leukotriene antagonists |
| US5438141A (en) * | 1993-05-21 | 1995-08-01 | Merck Frosst Canada, Inc. | Heteroaryl and haloaryl quinoline derivatives of cyclopropaneacetic acid as leukotriene antagonists |
| US5350760A (en) * | 1993-08-04 | 1994-09-27 | Merck Frosst Canada, Inc. | Aza-5,5-fused hetrocyclic acids as leukotriene antagonists |
| TW416948B (en) * | 1993-12-28 | 2001-01-01 | Merck & Co Inc | Process for the preparation of leukotriene antagonists |
-
1995
- 1995-01-23 US US08/376,715 patent/US5523477A/en not_active Expired - Lifetime
-
1996
- 1996-01-17 TW TW085100534A patent/TW322475B/zh active
- 1996-01-19 SK SK998-97A patent/SK99897A3/sk unknown
- 1996-01-19 EP EP96902152A patent/EP0805808A1/en not_active Withdrawn
- 1996-01-19 UA UA97084349A patent/UA50730C2/uk unknown
- 1996-01-19 BR BR9607083A patent/BR9607083A/pt not_active Application Discontinuation
- 1996-01-19 WO PCT/US1996/000625 patent/WO1996022987A1/en not_active Ceased
- 1996-01-19 CZ CZ972348A patent/CZ234897A3/cs unknown
- 1996-01-19 FI FI973085A patent/FI973085A7/fi unknown
- 1996-01-19 AU AU46573/96A patent/AU4657396A/en not_active Abandoned
- 1996-01-19 EA EA199700137A patent/EA000090B1/ru not_active IP Right Cessation
- 1996-01-19 RO RO97-01353A patent/RO118131B1/ro unknown
- 1996-01-19 CN CN96191576A patent/CN1072218C/zh not_active Expired - Fee Related
- 1996-01-22 HR HR08/376,715A patent/HRP960028A2/hr not_active Application Discontinuation
- 1996-01-22 YU YU3596A patent/YU3596A/sh unknown
- 1996-01-22 AR ARP960101101A patent/AR000772A1/es active IP Right Grant
-
1997
- 1997-08-22 EA EA199700137D patent/EA199700137A1/ru unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI973085L (fi) | 1997-07-22 |
| FI973085A0 (fi) | 1997-07-22 |
| AU4657396A (en) | 1996-08-14 |
| CZ234897A3 (cs) | 1998-02-18 |
| AR000772A1 (es) | 1997-08-06 |
| TW322475B (uk) | 1997-12-11 |
| SK99897A3 (en) | 1998-04-08 |
| EP0805808A1 (en) | 1997-11-12 |
| WO1996022987A1 (en) | 1996-08-01 |
| FI973085A7 (fi) | 1997-07-22 |
| EA199700137A1 (ru) | 1997-12-30 |
| US5523477A (en) | 1996-06-04 |
| EA000090B1 (ru) | 1998-06-25 |
| CN1172481A (zh) | 1998-02-04 |
| YU3596A (sh) | 1998-07-10 |
| BR9607083A (pt) | 1997-11-11 |
| HRP960028A2 (en) | 1997-10-31 |
| CN1072218C (zh) | 2001-10-03 |
| RO118131B1 (ro) | 2003-02-28 |
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