Synthesis, characterization and antimicrobial potential study of substituted bis-[1,2,4]-dithiazolidine derivatives

A facile synthesis of pharmacologically important 4-{4-[4-(5-arylimino-3-phenylimino-[1,2,4]-dithiazolidin-4-yl)-3- nitro-benzyl]-2-nitro-phenyl}-5-arylimino-3-phenylimino-[1,2,4]-dithiazolidines have been achieved by the interaction of 1-{4-[4-(3-aryl thiocarbamido)-3-nitro-benzyl]-2-nitro-phenyl}-3-aryl thiocarbamides with N-phenyl- S-chloro isothiocarbamoyl chloride followed by the basification with dilute ammonium hydroxide solution. Initially 1-{4-[4-(3-aryl thiocarbamido)-3-nitro-benzyl]-2-nitro-phenyl}-3-aryl thiocarbamides were prepared by the interaction of different aryl isothiocyanates with 4,4’-methylene-bis-(2-nitro aniline). The latter was obtained by treating the mixture of 2-nitro aniline and concentrated hydrochloric acid with 3% aqueous formaldehyde followed by neutralization with sodium hydroxide. The structures of synthesized compounds have been established on the basis of chemical transformation, elemental analysis, equivalent weight determination and IR, 1H-NMR spectral studies. The title compounds have been assayed for their biological activity against gram-positive as well as gramnegative microorganisms.