ChemInform Abstract: CONTRIBUTIONS TO THE STUDY OF HETEROCYCLES. XXXVIII. APPLICATION OF THE SOMMELET REACTION IN THE SERIES OF 2‐ARYL‐4‐METHYL‐5‐CHLOROMETHYLTHIAZOLE

Abstract

Die Thiazolderivate (IV) entstehen auf dem im Formelschema angegebenen Weg.

New Thiazolyl-triazole Schiff Bases: Synthesis and Evaluation of the Anti-Candida Potential

“…Details of the synthetic procedures, the yields and the physical, analytical and spectral data of the synthesized compounds are presented in the Experimental Section. Compounds 1 – 3 were previously reported in the literature [13,14].…”

“…All chemicals and reagents were obtained from commercial sources and were used as supplied, without further purification. Compounds 1 – 3 were previously reported and were synthesized by us according to methodologies described in the literature [13,14].…”

“…General procedure for the synthesis of ethyl 4-methyl-2-phenylthiazole-5-carboxylate ( 1 ) [13]. An amount of 1 mmol (0.137 g) of thiobenzamide was dissolved in 10 mL of ethanol and 0.20 mL of ethyl 2-chloroacetoacetate was added.…”

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“…The best results were obtained by using 75% acetic acid in the hydrolysis step. This different behaviour in the Sommelet reaction of 5-bromine-substituted thiazole derivatives can be explained by the electronic effects of the bromine on the reaction centre [21].…”

“…The Sommelet reaction in the series of 2-aryl-5-bromo-4-halomethylthiazoles [21] In further studies, the Sommelet reaction was applied for a series of 2-arylthiazoles bearing the halomethyl group grafted in the 5 th position of the thiazole ring, where the electron density is higher compared with the 4 th position. The corresponding thiazole-5-carbaldehydes were obtained with good yields, when the indirect Sommelet reaction was applied, with the isolation of the urotropinium salts followed by hydrolysis in 50% acetic acid.…”