Synthesis and antimicrobial activity of 1,3,5- thiadiazines and their isomerism into 1,3,5-triazines

摘要

A series of 2,6-diphenylimino-4-(substituted)-benzylidene amino-l,3,5-thiadiazines 4a-g have been obtained by the basification of their hydrochlorides 3a-g,which are prepared by interaction of N-phenyl isocyanodichloride and l-(substituted)-benzylidene amidino-3-phenyl thiocarbamides 2a-g.The latter have been synthesized by the condensation of 1-amidino-3-phenyl thiocarbamide 1 and different aliphatic and aromatic aldehydes.Compounds 4a-g on acylation afford monoacetyl derivatives 5a-g,on reaction with sodium nitrite in acidic medium afforded mononitroso derivatives 6a-g,and on boiling with 5% aqueous ethanolic(1:1)sodium hydroxide solution isomerize into corresponding l-phenyl-2-phenylimino-4-(substituted)-benzyl-idene amino-6-thio-l,3,5-triazines 7a-g.The title compounds have been assayed for their antimicrobial activity against gram-positive as well as gram-negative microorganisms.