Thiazolidin-4-one formation. Mechanistic and synthetic aspects of the reaction of imines and mercaptoacetic acid under microwave and conventional heating

…, M Manfra, A Lavecchia, E Novellino…

Index: Bolognese, Adele; Correale, Gaetano; Manfra, Michele; Lavecchia, Antonio; Novellino, Ettore; Barone, Vincenzo Organic and Biomolecular Chemistry, 2004 , vol. 2, # 19 p. 2809 - 2813

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Citation Number: 59

Abstract

Microwave irradiation of a mixture of benzylidene-anilines and mercaptoacetic acid in benzene gives 1, 3-thiazolidin-4-ones in very high yield (65–90%), whereas the same reaction performed through using the conventional method, at reflux temperature, requires a much longer time and gives a much lower yield (25–69%). This difference seems to be due to some intermediates and by-products formed during the conventional reaction. On the ...