ES2163372A1 - Procedimiento de oxidacion de un grupo tioeter a sulfoxido. - Google Patents
Procedimiento de oxidacion de un grupo tioeter a sulfoxido.Info
- Publication number
- ES2163372A1 ES2163372A1 ES200000595A ES200000595A ES2163372A1 ES 2163372 A1 ES2163372 A1 ES 2163372A1 ES 200000595 A ES200000595 A ES 200000595A ES 200000595 A ES200000595 A ES 200000595A ES 2163372 A1 ES2163372 A1 ES 2163372A1
- Authority
- ES
- Spain
- Prior art keywords
- group
- alkyl
- oxidizing
- alkoxy
- sulfoxide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 title abstract 3
- 125000000101 thioether group Chemical group 0.000 title abstract 3
- 125000003375 sulfoxide group Chemical group 0.000 title abstract 2
- 230000001590 oxidative effect Effects 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 5
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 abstract 1
- 150000002751 molybdenum Chemical class 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 229940045872 sodium percarbonate Drugs 0.000 abstract 1
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
- C07C315/02—Preparation of sulfones; Preparation of sulfoxides by formation of sulfone or sulfoxide groups by oxidation of sulfides, or by formation of sulfone groups by oxidation of sulfoxides
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Procedimiento de oxidación de un grupo tioéter a sulfóxido. La presente invención se refiere a un procedimiento para la oxidación de un grupo tioéter a un grupo sulfóxido, y en particular a un procedimiento para la oxidación de un grupo tioéter de un compuesto de fórmula (I), en la que R{sub,2}, R{sub,3}, R{sub,4}, R{sub,5}, R{sub,6}, y R{sub,8} pueden ser hidrógeno o un grupo alquilo de 1 a 6 átomos de carbono, R{sub,7} puede ser hidrógeno, un grupo alquiloxi o un grupo alquilo de 1 a 6 átomos de carbono, y R{sub,1} un grupo alquilo o un grupo alquilo fluorado de 1 a 6 átomos de carbono, a un grupo sulfóxido, para obtener el derivado sulfinilo de fórmula (II), que consiste en la oxidación del tioéter con percarbonato sódico acuoso en presencia de una sal de molibdeno como catalizador, que preferentemente es molibdato amónico.
Priority Applications (19)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES200000595A ES2163372B1 (es) | 2000-03-13 | 2000-03-13 | Procedimiento de oxidacion de un grupo tioeter a sulfoxido. |
| NZ521071A NZ521071A (en) | 2000-03-13 | 2001-03-08 | Method for oxidizing a thioether group into a sulfoxide group |
| MXPA02008961A MXPA02008961A (es) | 2000-03-13 | 2001-03-08 | Procedimiento de oxidacion de un grupo tioeter a sulfoxido. |
| US10/204,506 US6603009B2 (en) | 2000-03-13 | 2001-03-08 | Method for oxidizing a thioether group into a sulfoxide group |
| KR1020027011987A KR100657094B1 (ko) | 2000-03-13 | 2001-03-08 | 티오에테르기를 술폭사이드기로 산화하는 방법 |
| ES01909846T ES2227145T3 (es) | 2000-03-13 | 2001-03-08 | Procedimiento de oxidacion de un grupo tioeter a grupo sulfoxido. |
| CA002402635A CA2402635C (en) | 2000-03-13 | 2001-03-08 | Method for oxidizing a thioether group into a sulfoxide group |
| AU2001237452A AU2001237452B9 (en) | 2000-03-13 | 2001-03-08 | Method for oxidizing a thioether group into a sulfoxide group |
| DE60105139T DE60105139T2 (de) | 2000-03-13 | 2001-03-08 | Methode zur oxidation einer thioethergruppe zu einer sulfoxidgruppe |
| AT01909846T ATE274492T1 (de) | 2000-03-13 | 2001-03-08 | Methode zur oxidation einer thioethergruppe zu einer sulfoxidgruppe |
| AU3745201A AU3745201A (en) | 2000-03-13 | 2001-03-08 | Method for oxidizing a thioether group into a sulfoxide group |
| HU0301885A HUP0301885A2 (hu) | 2000-03-13 | 2001-03-08 | Eljárás tioétercsoport szulfoxidcsoporttá történż oxidálására |
| CNB018064620A CN1229341C (zh) | 2000-03-13 | 2001-03-08 | 氧化硫醚基成为亚砜基的方法 |
| PT01909846T PT1270555E (pt) | 2000-03-13 | 2001-03-08 | Metodo para oxidacao de um grupo tioeter em grupo sulfoxido |
| EP01909846A EP1270555B1 (en) | 2000-03-13 | 2001-03-08 | Method for oxidizing a thioether group into a sulfoxide group |
| JP2001567691A JP5041646B2 (ja) | 2000-03-13 | 2001-03-08 | チオエーテル基をスルホキシド基に酸化するための方法 |
| SI200130215T SI1270555T1 (en) | 2000-03-13 | 2001-03-08 | Method for oxidizing a thioether group into a sulfoxide group |
| PCT/ES2001/000088 WO2001068594A1 (es) | 2000-03-13 | 2001-03-08 | Procedimiento de oxidacion de un grupo tioeter a sulfoxido |
| NO20024239A NO20024239L (no) | 2000-03-13 | 2002-09-05 | Fremgangsmåte ved oksidasjon av en tioetergruppe til en sulfoksidgruppe |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES200000595A ES2163372B1 (es) | 2000-03-13 | 2000-03-13 | Procedimiento de oxidacion de un grupo tioeter a sulfoxido. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2163372A1 true ES2163372A1 (es) | 2002-01-16 |
| ES2163372B1 ES2163372B1 (es) | 2003-05-01 |
Family
ID=8492674
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES200000595A Expired - Fee Related ES2163372B1 (es) | 2000-03-13 | 2000-03-13 | Procedimiento de oxidacion de un grupo tioeter a sulfoxido. |
| ES01909846T Expired - Lifetime ES2227145T3 (es) | 2000-03-13 | 2001-03-08 | Procedimiento de oxidacion de un grupo tioeter a grupo sulfoxido. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES01909846T Expired - Lifetime ES2227145T3 (es) | 2000-03-13 | 2001-03-08 | Procedimiento de oxidacion de un grupo tioeter a grupo sulfoxido. |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6603009B2 (es) |
| EP (1) | EP1270555B1 (es) |
| JP (1) | JP5041646B2 (es) |
| KR (1) | KR100657094B1 (es) |
| CN (1) | CN1229341C (es) |
| AT (1) | ATE274492T1 (es) |
| AU (2) | AU3745201A (es) |
| CA (1) | CA2402635C (es) |
| DE (1) | DE60105139T2 (es) |
| ES (2) | ES2163372B1 (es) |
| HU (1) | HUP0301885A2 (es) |
| MX (1) | MXPA02008961A (es) |
| NO (1) | NO20024239L (es) |
| NZ (1) | NZ521071A (es) |
| PT (1) | PT1270555E (es) |
| WO (1) | WO2001068594A1 (es) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1970374A1 (en) | 2001-02-02 | 2008-09-17 | Teva Pharmaceutical Industries Ltd. | Process for the production of substituted 2-(pyridin-2-ylmethylsulfinyl)-1H-benzimidazoles |
| KR100464174B1 (ko) * | 2002-03-06 | 2005-01-03 | 코오롱유화주식회사 | 설피닐 벤즈이미다졸 유도체의 제조방법 |
| US6909004B2 (en) | 2002-08-21 | 2005-06-21 | Teva Pharmaceutical Industries Ltd. | Method for the purification of lansoprazole |
| EP1465890B1 (en) | 2002-11-18 | 2007-04-04 | Teva Pharmaceutical Industries Ltd. | Stable lansoprazole containing more than 500 ppm, up to about 3,000 ppm water and more than 200 ppm, up to about 5,000 ppm alcohol |
| CA2510849A1 (en) | 2002-12-19 | 2004-07-08 | Teva Pharmaceutical Industries Ltd | Solid states of pantoprazole sodium, processes for preparing them and processes for preparing known pantoprazole sodium hydrates |
| EP1485373A1 (en) | 2003-02-05 | 2004-12-15 | Teva Pharmaceutical Industries Limited | Method of stabilizing lansoprazole |
| WO2004111029A2 (en) * | 2003-06-10 | 2004-12-23 | Teva Pharmaceutical Industries Ltd. | Process for preparing 2-[(pyridinyl)methyl]sulfinyl-substituted benzimidazoles and novel chlorinated derivatives of pantoprazole |
| WO2006013960A1 (ja) | 2004-08-06 | 2006-02-09 | Eisai R & D Management Co., Ltd. | ベンズイミダゾール誘導体とアミンとの塩およびその製造方法 |
| PL1802584T3 (pl) | 2004-10-11 | 2010-03-31 | Ranbaxy Laboratories Ltd | Sposób wytwarzania podstawionych sulfotlenków |
| KR100771659B1 (ko) | 2005-03-23 | 2007-10-30 | 주식회사 카이로제닉스 | 판토프라졸 및 그 중간체의 제조방법 |
| CN1919844B (zh) * | 2006-09-01 | 2010-05-12 | 武汉工程大学 | 水相氧化合成兰索拉唑的方法 |
| WO2009066309A2 (en) * | 2007-07-12 | 2009-05-28 | Cadila Healthcare Limited | Process for preparation of omeprazole |
| WO2009010937A1 (en) * | 2007-07-17 | 2009-01-22 | Ranbaxy Laboratories Limited | Process for the preparation op pantoprazole sodium and pantoprazole sodium sesquihydrate |
| CN102161633A (zh) * | 2011-02-22 | 2011-08-24 | 苏州科同生物医药科技有限公司 | 亚砜类有机化合物的制备方法 |
| CN103044399B (zh) * | 2011-10-12 | 2014-08-06 | 北大方正集团有限公司 | 一种雷贝拉唑及其钠盐的制备方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2026761A6 (es) * | 1990-10-31 | 1992-05-01 | Genesis Para La Investigacion | Procedimiento de obtencion del omeprazol. |
| ES2036948A1 (es) * | 1991-11-21 | 1993-06-01 | Genesis Para La Investigacion | Procedimiento de obtencion de compuestos derivados de piridina. |
| ES2060541A1 (es) * | 1993-02-26 | 1994-11-16 | Vinas Lab | Nuevo procedimiento para la sintesis de un derivado de 2-(2-piridilmetilsufinil) bencimidazol, y nuevos productos intermedios obtenidos con el mismo. |
| CA2254597A1 (en) * | 1997-12-12 | 1999-06-12 | Vidyanatha A. Prasad | Synthesis of sulfoxides via selective oxidation of sulfides with a perborate or a percarbonate |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6313303B1 (en) | 1997-07-11 | 2001-11-06 | Eisai Co., Ltd. | Process for the preparation of pyridine derivatives |
| ES2185459B1 (es) * | 2000-10-02 | 2003-12-16 | Dinamite Dipharma Spa | Procedimiento para la obtencion de pantoprazol y compuestos intermedios para el mismo. |
-
2000
- 2000-03-13 ES ES200000595A patent/ES2163372B1/es not_active Expired - Fee Related
-
2001
- 2001-03-08 WO PCT/ES2001/000088 patent/WO2001068594A1/es not_active Ceased
- 2001-03-08 EP EP01909846A patent/EP1270555B1/en not_active Expired - Lifetime
- 2001-03-08 AU AU3745201A patent/AU3745201A/xx active Pending
- 2001-03-08 JP JP2001567691A patent/JP5041646B2/ja not_active Expired - Fee Related
- 2001-03-08 US US10/204,506 patent/US6603009B2/en not_active Expired - Fee Related
- 2001-03-08 DE DE60105139T patent/DE60105139T2/de not_active Expired - Lifetime
- 2001-03-08 MX MXPA02008961A patent/MXPA02008961A/es active IP Right Grant
- 2001-03-08 HU HU0301885A patent/HUP0301885A2/hu unknown
- 2001-03-08 CA CA002402635A patent/CA2402635C/en not_active Expired - Fee Related
- 2001-03-08 NZ NZ521071A patent/NZ521071A/en unknown
- 2001-03-08 KR KR1020027011987A patent/KR100657094B1/ko not_active Expired - Fee Related
- 2001-03-08 PT PT01909846T patent/PT1270555E/pt unknown
- 2001-03-08 CN CNB018064620A patent/CN1229341C/zh not_active Expired - Fee Related
- 2001-03-08 AU AU2001237452A patent/AU2001237452B9/en not_active Ceased
- 2001-03-08 ES ES01909846T patent/ES2227145T3/es not_active Expired - Lifetime
- 2001-03-08 AT AT01909846T patent/ATE274492T1/de not_active IP Right Cessation
-
2002
- 2002-09-05 NO NO20024239A patent/NO20024239L/no unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2026761A6 (es) * | 1990-10-31 | 1992-05-01 | Genesis Para La Investigacion | Procedimiento de obtencion del omeprazol. |
| ES2036948A1 (es) * | 1991-11-21 | 1993-06-01 | Genesis Para La Investigacion | Procedimiento de obtencion de compuestos derivados de piridina. |
| ES2060541A1 (es) * | 1993-02-26 | 1994-11-16 | Vinas Lab | Nuevo procedimiento para la sintesis de un derivado de 2-(2-piridilmetilsufinil) bencimidazol, y nuevos productos intermedios obtenidos con el mismo. |
| CA2254597A1 (en) * | 1997-12-12 | 1999-06-12 | Vidyanatha A. Prasad | Synthesis of sulfoxides via selective oxidation of sulfides with a perborate or a percarbonate |
Non-Patent Citations (4)
| Title |
|---|
| A. MCKILLOP; W.R. SANDERSON, "Sodium perborate and sodium percarbonate: Cheap, safe and versatile oxidising agents for organic synthesis". Tetrahedron, 1995, Vol. 51, No 22, paginas 6145-6166; apartados 2.2 y 3.1 * |
| J. MUZART, "Sodium perborate and sodium percarbonate in organic synthesis". Synthesis, 1995, Vol. 11, paginas 1325-1347, apartado 8 * |
| M. MADESCLAIRE, "Synthesis of sulfoxides by oxidation of thioethers". Tetrahedron, 1986, Vol. 42, No 20, paginas 5459-5495; apartado 2.1 * |
| MAIGNIEN, S. AIT-MOHAN; J. MUZART, "A practical Molybdenum-catalyzed oxidation of alcohols by sodium percarbonate". Synlett, 1996, Vol. 5, paginas 439-440. * |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2402635A1 (en) | 2001-09-20 |
| ES2163372B1 (es) | 2003-05-01 |
| CN1418188A (zh) | 2003-05-14 |
| KR20030007461A (ko) | 2003-01-23 |
| JP2003527370A (ja) | 2003-09-16 |
| JP5041646B2 (ja) | 2012-10-03 |
| CN1229341C (zh) | 2005-11-30 |
| NO20024239D0 (no) | 2002-09-05 |
| ATE274492T1 (de) | 2004-09-15 |
| AU3745201A (en) | 2001-09-24 |
| NO20024239L (no) | 2002-09-05 |
| HUP0301885A2 (hu) | 2003-09-29 |
| AU2001237452B9 (en) | 2005-01-27 |
| EP1270555A1 (en) | 2003-01-02 |
| US20030028030A1 (en) | 2003-02-06 |
| MXPA02008961A (es) | 2004-10-15 |
| EP1270555B1 (en) | 2004-08-25 |
| NZ521071A (en) | 2004-05-28 |
| KR100657094B1 (ko) | 2006-12-12 |
| US6603009B2 (en) | 2003-08-05 |
| PT1270555E (pt) | 2005-01-31 |
| ES2227145T3 (es) | 2005-04-01 |
| DE60105139D1 (de) | 2004-09-30 |
| WO2001068594A1 (es) | 2001-09-20 |
| DE60105139T2 (de) | 2005-09-15 |
| AU2001237452B2 (en) | 2005-01-13 |
| CA2402635C (en) | 2008-07-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EC2A | Search report published |
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