| Identification | Back Directory | [Name]
Ethyl thiazole-2-carboxylate | [CAS]
14527-42-5 | [Synonyms]
2-(Ethoxycarbonyl)thiazole
Ethyl thiazole-2-carboxylate
2-Thiazolecarboxylic acid, ethyl ester | [Molecular Formula]
C6H7NO2S | [MDL Number]
MFCD06204689 | [MOL File]
14527-42-5.mol | [Molecular Weight]
157.19 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the preparation of ethyl 2-thiazolecarboxylate: a solution of 2-(trimethylsilyl)thiazole (135 g, 858.1 mmol) in toluene (1350 mL) was slowly added to a solution of ethyl chloroformate (98.4 mL, 1.03 mol) in toluene (1350 mL) over a period of 15 minutes. The reaction mixture was stirred continuously at 22°C for 2 hours. Subsequently, the reaction solution was poured into 25% (wt/wt) aqueous sodium carbonate solution (5 L) and stirring was continued for 30 min. The organic layer was separated and the aqueous layer was subjected to secondary extraction with dichloromethane (2 x 1 L). All organic layers were combined and the solvents were evaporated under reduced pressure to give ethyl 2-thiazolecarboxylate (134 g, 99% yield).ES/MS m/z 158 (M + 1)+. | [References]
[1] Patent: WO2008/36579, 2008, A1. Location in patent: Page/Page column 26
[2] Patent: US2009/176779, 2009, A1. Location in patent: Page/Page column 13
[3] Patent: US2003/229079, 2003, A1. Location in patent: Page 77 |
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