Synthesis and antimicrobial activity of novel naphtho[2,1-b]furo-5H-[3,2-d][1,3,4]thiadiazolo[3,2-a]pyrimidin-5-ones

Abstract

Ethyl 3-aminonaphtho[2,1-b]furan-2-carboxylate 1 was converted into 3-amino-2mercaptonaphthofuro[3,2-d]pyrimidin-4(3H)-one 4 by reacting it with carbon disulphide followed by methylation and condensation with hydrazine hydrate. The compound 4 on treatment with aryl isothiocyanates produced 2 [3,2-a]pyrimidin-5-ones 5(a-h). The title compounds 6(a-h) were obtained also by reacting 4 with aromatic acids in presence of phosphorus oxychloride. The structures of the newly synthesized compounds were confirmed by IR, 1 H NMR, 13 C NMR and mass spectral studies and elemental analysis. All the synthesized compounds have been screened for antimicrobial activity.