Synthesis of substituted thioureas and their sulfur heterocyclic systems of p -amino salicylic acid as antimycobacterial agents

Abstract

A series of new N,N ′-substituted thioureas (2, 6, and 8) and their sulfur heterocycles as thiobarbituric acids (3, 4, and 7), 2-thioxothiazoliodin-4-one (10), thiazolidin-4-one (11), 1,2,4-triazol-5-thione (14), and 1,3,4-thiadiazole (15) of p-Amino salicylic acid (PAS) have been synthesized from treatment with dithiocarbazinate (1, 5 and 12) followed by heterocyclization with dimethyl malonate, chloroacetic acid, and/or trifluoroacetic anhydride. The structures of the newly synthesized compounds were substantiated with IR, H 1, and C 13 NMR spectral data and elementary microanalyses. The in vitro antitubercular activity of synthesized compounds against M. tuberculosis strain H37Rv showed moderate-to-good activity. © 2013 Mohammed Saleh I. T. Makki et al.