ChemicalBook--->CAS DataBase List--->14527-42-5

14527-42-5

14527-42-5 Structure

14527-42-5 Structure
IdentificationBack 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
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
[Appearance]

White to off-white Solid
Safety DataBack Directory
[HS Code ]

2934100090
Spectrum DetailBack Directory
[Spectrum Detail]

Ethyl thiazole-2-carboxylate(14527-42-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-(Trimethylsilyl)thiazole

79265-30-8

Ethyl chloroformate

541-41-3

Ethyl thiazole-2-carboxylate

14527-42-5

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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