Ethyl thiazole-2-carboxylate synthesis
- Product Name:Ethyl thiazole-2-carboxylate
- CAS Number:14527-42-5
- Molecular formula:C6H7NO2S
- Molecular Weight:157.19
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14527-42-5
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Yield: 99%
Reaction Conditions:
Stage #1:2-(trimethylsilyl)thiazole;chloroformic acid ethyl ester in toluene at 22; for 2.25 h;
Stage #2: with water;sodium carbonate in toluene for 0.5 h;
Steps:
9
Preparation 9Thiazole-2-carboxylic acid ethyl esterTo a mixture of 2-trimethylsilylthiazole (135 g, 858.1 mmol) in toluene (1350 mL) add a solution of ethyl chloroformate (98.4 mL, 1.03 mol) in toluene (1350 mL) over 15 min. Stir the reaction at 22 0C for 2 h. Add the solution over aqueous sodium carbonate 25% (wt/wt) (5 L) and stir for 30 min. Separate the organic layer and re-extract the aqueous layer with methylene chloride (2 x 1 L). Combine the organic layers and evaporate the solvent to provide the title compound (134 g, 99%). ES/MS m/z 158 (M+l)+.
References:
ELI LILLY AND COMPANY WO2008/36579, 2008, A1 Location in patent:Page/Page column 26
79265-30-8
186 suppliers
$22.00/1g
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14527-42-5
83 suppliers
$9.00/100mg
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14527-42-5
83 suppliers
$9.00/100mg