Utility of Lauroyl Isothiocyanate as a Scaffold in the Synthesis of Some Novel Pyrimidine Derivatives and Their Antimicrobial Assessment

Abstract

The reaction of lauroyl isothiocyanate 1 with enaminonitrile derivative 2 furnished N-(6-cyano-3,4-diphenylthieno[2,3-c]pyridazin-5-yl-carbamothioyl)dodecanamide 3, which was used as precursor for the synthesis of novel heterocyclic systems. Polyfunctional pyrimidine and fused pyrimidine derivatives were obtained by the cyclization of compound 3 under different basic conditions as well as its reactions with thiourea, o-aminothiophenol, hydrazine hydrate, phenyl hydrazine, ethyl phenyl acetate or ethyl benzoyl acetate. The structures of the new compounds were confirmed by microanalytical and spectral properties. The synthesised compounds were tested in-vitro for their antimicrobial activity and showed congruent results against most of the tested microorganisms compared to the standard drugs Gentamycin and Ketoconazol.