ES2005441A6 - PROCEDURE FOR PREPARING DERIVATIVES OF 2-GUANIDINOTIAZOLE. - Google Patents
PROCEDURE FOR PREPARING DERIVATIVES OF 2-GUANIDINOTIAZOLE.Info
- Publication number
- ES2005441A6 ES2005441A6 ES8703223A ES8703223A ES2005441A6 ES 2005441 A6 ES2005441 A6 ES 2005441A6 ES 8703223 A ES8703223 A ES 8703223A ES 8703223 A ES8703223 A ES 8703223A ES 2005441 A6 ES2005441 A6 ES 2005441A6
- Authority
- ES
- Spain
- Prior art keywords
- formula
- compound
- guanidinotiazole
- procedure
- reaction mixture
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 4
- 239000011541 reaction mixture Substances 0.000 abstract 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 abstract 2
- 208000007107 Stomach Ulcer Diseases 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000001351 cycling effect Effects 0.000 abstract 1
- 208000000718 duodenal ulcer Diseases 0.000 abstract 1
- 230000002496 gastric effect Effects 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 230000001404 mediated effect Effects 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 229940127557 pharmaceutical product Drugs 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000002560 therapeutic procedure Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/28—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D277/38—Nitrogen atoms
- C07D277/50—Nitrogen atoms bound to hetero atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
Abstract
PROCEDIMIENTO PARA PREPARAR DERIVADOS DE 2-GUANIDINOTIAZOL DE FORMULA (I) EN DONDE Y ES UN GRUPO DE FORMULA (II) O (III)COMPRENDE LA REACCION DE UNA DIHALOACETONA CON AMIDINOTIOUREA DE FORMULA (IV) Y POSTERIOR CICLACION, SELECTIVAMENTE MEDIANTE EL EMPLEO DE UN YODURO CATALIZADOR EN UN MEDIO DISOLVENTE, PARA CONSEGUIR LA SEPARACION DEL COMPUESTO HALOMETILICO DE FORMULA (V) EN FORMA CRISTALINA DE LA MEZCLA DE REACCION. DESPUES DE AÑADIR AGUA Y TIOUREA, ESTE COMPUESTO PUEDE TRANSFORMARSE EN UNO DE LOS PRODUCTOS PERSEGUIDOS, ES DECIR, EN EL COMPUESTO DE FORMULA (I) EN DONDE Y ES EL GRUPO DE FORMULA (II), EL CUAL SE SEPARA EN UN ESTADO CRISTALINO PURO DE LA MEZCLA DE REACCION.LOS COMPUESTOS OBTENIDOS SON VALIOSOS INTERMEDIARIOS PARA PREPARAR PRODUCTOS FARMACEUTICOS CON EFICACIA EN LA TERAPIA DE ULCERAS GASTRICAS Y DUODENALES.PROCEDURE FOR PREPARING 2-GUANIDINOTIAZOLE DERIVATIVES OF FORMULA (I) IN WHICH AND IS A GROUP OF FORMULA (II) OR (III) INCLUDES THE REACTION OF A DIHALOACETONE WITH AMIDINOTIOUREA OF FORMULA (IV) AND SUBSEQUENTLY MEDIATED, SELTEECTIVE CYCLING A CATALYST IODIDE IN A SOLVENT MEDIUM, TO ACHIEVE THE SEPARATION OF THE HALOMETILIC COMPOUND OF FORMULA (V) IN CRYSTALLINE FORM FROM THE REACTION MIXTURE. AFTER ADDING WATER AND THIOUREA, THIS COMPOUND CAN BE TRANSFORMED INTO ONE OF THE PURSUED PRODUCTS, THAT IS, IN THE COMPOUND OF FORMULA (I) IN WHICH AND IS THE GROUP OF FORMULA (II), WHICH IS SEPARATED IN A PURE CRYSTAL STATE FROM THE REACTION MIXTURE. THE COMPOUNDS OBTAINED ARE VALUABLE INTERMEDIARIES FOR PREPARING PHARMACEUTICAL PRODUCTS WITH EFFECTIVENESS IN THE THERAPY OF GASTRIC AND DUODENAL ULCERS.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU864658A HU195959B (en) | 1986-11-12 | 1986-11-12 | Process for producing 2-guanidino-thiazole derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2005441A6 true ES2005441A6 (en) | 1989-03-01 |
Family
ID=10968597
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES8703223A Expired ES2005441A6 (en) | 1986-11-12 | 1987-11-12 | PROCEDURE FOR PREPARING DERIVATIVES OF 2-GUANIDINOTIAZOLE. |
Country Status (14)
| Country | Link |
|---|---|
| KR (1) | KR900006556B1 (en) |
| AR (1) | AR243874A1 (en) |
| AT (1) | AT389510B (en) |
| CA (1) | CA1323032C (en) |
| CS (1) | CS268693B2 (en) |
| DK (1) | DK169966B1 (en) |
| ES (1) | ES2005441A6 (en) |
| FI (1) | FI84912C (en) |
| GR (1) | GR871696B (en) |
| HU (1) | HU195959B (en) |
| NO (1) | NO167387C (en) |
| PT (1) | PT86113B (en) |
| SU (1) | SU1678205A3 (en) |
| YU (1) | YU46086B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5731442A (en) * | 1997-03-11 | 1998-03-24 | Albemarle Corporation | Synthesis of thiazole derivatives |
| US5856500A (en) * | 1997-03-11 | 1999-01-05 | Albemarle Corporation | Synthesis of thiazole derivatives |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6160673A (en) * | 1984-08-30 | 1986-03-28 | Yamanouchi Pharmaceut Co Ltd | Preparation of guanidinothiazole derivative |
| ES8606309A1 (en) * | 1985-07-02 | 1986-04-01 | Lasa Lab | Prepn. of guanidine deriv. for gastrointestinal infections |
-
1986
- 1986-11-12 HU HU864658A patent/HU195959B/en unknown
-
1987
- 1987-10-20 AT AT0277087A patent/AT389510B/en not_active IP Right Cessation
- 1987-10-21 CA CA000549936A patent/CA1323032C/en not_active Expired - Fee Related
- 1987-11-04 GR GR871696A patent/GR871696B/en unknown
- 1987-11-10 AR AR87309242A patent/AR243874A1/en active
- 1987-11-10 DK DK587287A patent/DK169966B1/en not_active IP Right Cessation
- 1987-11-11 NO NO874698A patent/NO167387C/en not_active IP Right Cessation
- 1987-11-11 PT PT86113A patent/PT86113B/en unknown
- 1987-11-12 CS CS878101A patent/CS268693B2/en not_active IP Right Cessation
- 1987-11-12 ES ES8703223A patent/ES2005441A6/en not_active Expired
- 1987-11-12 SU SU874203655A patent/SU1678205A3/en active
- 1987-11-12 FI FI875003A patent/FI84912C/en not_active IP Right Cessation
- 1987-11-12 YU YU204987A patent/YU46086B/en unknown
- 1987-11-19 KR KR1019870013045A patent/KR900006556B1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FI84912B (en) | 1991-10-31 |
| PT86113B (en) | 1990-08-31 |
| KR900006556B1 (en) | 1990-09-13 |
| FI875003A0 (en) | 1987-11-12 |
| ATA277087A (en) | 1989-05-15 |
| CA1323032C (en) | 1993-10-12 |
| DK169966B1 (en) | 1995-04-18 |
| KR890008120A (en) | 1989-07-08 |
| DK587287A (en) | 1988-05-13 |
| AR243874A1 (en) | 1993-09-30 |
| PT86113A (en) | 1987-12-01 |
| NO167387C (en) | 1991-10-30 |
| FI875003A7 (en) | 1988-06-13 |
| HU195959B (en) | 1988-08-29 |
| FI84912C (en) | 1992-02-10 |
| CS268693B2 (en) | 1990-04-11 |
| YU204987A (en) | 1988-10-31 |
| DK587287D0 (en) | 1987-11-10 |
| CS810187A2 (en) | 1989-07-12 |
| NO167387B (en) | 1991-07-22 |
| NO874698L (en) | 1988-05-13 |
| YU46086B (en) | 1992-12-21 |
| GR871696B (en) | 1987-12-08 |
| AT389510B (en) | 1989-12-27 |
| SU1678205A3 (en) | 1991-09-15 |
| NO874698D0 (en) | 1987-11-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SA6 | Expiration date (snapshot 920101) |
Free format text: 2007-11-12 |
|
| FD1A | Patent lapsed |
Effective date: 20071113 |