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The aim is to synthesize a range of novel N-substituted thiazole-5-carboxamides for potential applications.

April 15, 2026Russian Journal of Organic Chemistry0 citations

An Efficient Synthesis of Novel 2-(3-Cyano-4-isobutoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamides

Key Points

The aim is to synthesize a range of novel N-substituted thiazole-5-carboxamides for potential applications.
Prepared 2,4-substituted thiazole-5-carboxylate via chemical reactions.
Hydrolyzed the thiazole-5-carboxylate with sodium hydroxide to generate the carboxylic acid.
Reacted the thiazole-5-carboxylic acid with amines in a solvent using EDC·HCl and DMAP as catalysts.
Characterized the products using mass spectrometry and NMR spectroscopy.
Successfully synthesized a series of novel thiazole derivatives (6a–6j).
Achieved the synthesis through an environmentally friendly and cost-effective method.
Confirmed the structures of the synthesized compounds using advanced spectroscopic techniques.

Abstract

This study presents the synthesis of a series of novel N-substituted 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-1,3-thiazole-5-carboxamides 6a–6j. The process begins with the preparation of 2,4-substituted thiazole-5-carboxylate 3, followed by its hydrolysis using sodium hydroxide. The resulting intermediate, 2,4-substituted thiazole-5-carboxylic acid 4, is then reacted with various aromatic and heterocyclic amines 5 in an appropriate solvent in the presence of EDC·HCl and a catalytic amount of DMAP. This method is environmentally friendly and cost-effective. The synthesized thiazole derivatives were characterized using advanced spectroscopic techniques, including mass spectrometry and IR and 1H and 13C NMR spectroscopy.

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