ChemicalBook CAS DataBase List Thiazole-5-carboxylic acid

Thiazole-5-carboxylic acid synthesis

4synthesis methods

Product Name:Thiazole-5-carboxylic acid
CAS Number:14527-41-4
Molecular formula:C4H3NO2S
Molecular Weight:129.14

Thiazole-5-carboxylic acid can be used as organic intermediate and pharmaceutical intermediate, mainly in laboratory research and development process. It can be synthesized by the hydrolysis reaction of Ethyl thiazole-5-carboxylate.

79265-30-8 Synthesis

79265-30-8
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$22.00/1g

14527-41-4
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$8.00/250mg

Yield:-

Reaction Conditions:

with n-butyllithium in hexane

Steps:

a (a)
(a) 5-Thiazolecarboxylic acid 2-(Trimethylsilyl)thiazole (2 g, 12.7 mmol) in ether (10 ml) was added dropwise to a solution of n-butyllithium (1.43M in hexane, 9.33 ml) in ether (20 ml) over 20 min. at -78° C., stirred for 1 h and quenched with solid carbon dioxide. The mixture was allowed to warm to room temperature over 16 h, diluted with 10% sodium hydroxide and extracted twice with ethyl acetate. The aqueous layer was acidified with ice-cold dilute HCl, extracted with ethyl acetate, the organic extract washed with brine, dried over sodium sulphate and evaporated to give a pale yellow solid (870 mg), 1H NMR (d₆ -DMSO) 13.58 (1H, br. s), 9.33 (1H, s), 8.45 (1H, s).

References:

Astra Pharmaceuticals Limited US5883102, 1999, A

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288-47-1 Synthesis