| Identification | More | [Name]
Ethyl 2-amino-5-bromothiazole-4-carboxylate | [CAS]
61830-21-5 | [Synonyms]
2-AMINO-5-BROMOTHIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
4-THIAZOLECARBOXYLIC ACID, 2-AMINO-5-BROMO-, ETHYL ESTER
Ethyl 2-amino-5-bromothiazole-4-carboxylate
Ethyl 2-Amino-5-bromothiazole-4-carboxylicacid
ethyl 2-amino-5-bromo-1,3-thiazole-4-carboxylate | [Molecular Formula]
C6H7BrN2O2S | [MDL Number]
MFCD06669909 | [Molecular Weight]
251.1 | [MOL File]
61830-21-5.mol |
| Hazard Information | Back Directory | [Uses]
Ethyl 2-amino-5-bromothiazole-4-carboxylate is an organic synthetic reagent for the preparation of anticonvulsants. | [Synthesis]
GENERAL METHOD: Ethyl 2-aminothiazole-4-carboxylate (0.1 mol) was dissolved in a minimal amount of glacial acetic acid, and bromine (0.11 mol) was added drop-wise while stirring continuously at room temperature. The reaction mixture was heated at 80°C for 90 min followed by stirring at room temperature for 12 hrs. After completion of the reaction, the mixture was filtered and washed with deionized water. The resulting precipitate was dissolved in hot water, the aqueous solution was alkalized with ammonia, filtered again, the precipitate was washed with deionized water and finally dried. Recrystallization by mixed ethanol/water solvent gave ethyl 2-amino-5-bromo-4-thiazolecarboxylate (compounds 3a-f). | [References]
[1] Medicinal Chemistry Research, 2015, vol. 24, # 8, p. 3194 - 3211
[2] Journal of Medicinal Chemistry, 1977, vol. 20, p. 572 - 576
[3] Tetrahedron Letters, 2002, vol. 43, # 39, p. 7051 - 7053
[4] Patent: US2007/281979, 2007, A1. Location in patent: Page/Page column 22
[5] Patent: US2007/4700, 2007, A1. Location in patent: Page/Page column 23 |
|
|