Diazotization of 2-amino-5-mercapto-1,3,4-thiadiazole (1) gave the diazonium salt (2) which was reacted with (KCN/CuCN) to give 2-cyano -5-mercapto-1,3,4-thiadiazole (3). Schiff bases (5-7) were obtained from the reaction of 2-cyano-5-hydrazino -1,3,4-thiadiazole (4) with aromatic aldehydes and followed by heating the Schiff' s bases with aroyl chlorides in dry benzene for 3 hrs to give N-[chloro(aryl)methyl]-N'-(5-cyano-1,3,4-thiadiazole-2-yl)-3,5-dinitrobenzohydrazide (8-10). Refluxing of derevatives (8-10) with thiourea in absolute ethanol in the presence of sodium acetate gave[2-(5-cyano-1,3,4-thiadiazole-2-yl)-1-(3,5-dinitrobenzoyl hydrazinno] (aryl) methyl imido thiocarbamate derevatives (11-13). Also, compounds (2) react with alkyl halides in the presence of KOH to give 5-(alkylthio)-1,3,4-thiadiazole-2-yl carbonitrile (14-15).
Finally, the effect of synthesized compounds was studied invitro for staph. aureus, E-coli and proteus mir. |