ChemicalBook CAS DataBase List 2-(4-NITRO-PHENYL)-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER

2-(4-NITRO-PHENYL)-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER synthesis

8synthesis methods

Product Name:2-(4-NITRO-PHENYL)-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
CAS Number:78979-64-3
Molecular formula:C12H10N2O4S
Molecular Weight:278.28

4-Thiazolecarboxylic acid, 4,5-dihydro-2-(4-nitrophenyl)-, ethyl ester

1332708-69-6
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2-(4-NITRO-PHENYL)-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER

78979-64-3
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Yield:78979-64-3 81%

Reaction Conditions:

with oxygen;copper diacetate in N,N-dimethyl-formamide at 120; under 760.051 Torr; for 10 h;Molecular sieve;

Steps:

4.2. General procedure for the synthesis of 4-carboxythiazolines or 4-carboxyoxazolines

General procedure: To a solution of 4-carboxythiazoline or 4-carboxyoxazoline (0.5 mmol) in anhydrous DMF (1 mL) were added molecular sieves (4 ?, 100% wt) and Cu(OAc)₂ (9.1 mg, 0.05 mmol). The reaction mixture was stirred with an O₂ balloon at 120 °C for 10-24 h. The resulting mixture was diluted with ethyl acetate and the solution was washed with water and brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel to afford 4-carboxythiazole or 4-carboxyoxazole.

References:

Wang, Yiyun;Li, Ziyuan;Huang, Yue;Tang, Changhua;Wu, Xiaoming;Xu, Jinyi;Yao, Hequan [Tetrahedron,2011,vol. 67,# 38,p. 7406 - 7411] Location in patent:supporting information; experimental part