Synthesis and study of antimicrobial activities of variously chlorosubstituted 3-phenyloctahydropyrimido-[3,4-a]-s-triazines

Article abstract of DOI:10.1016/0223-5234(91)90215-9

These compounds were synthesised, via a double Mannich reaction between 5,5-diethyl-4-iminobarbituric acid, formaldehyde and primary chlorophenylamines. The by-products of the reaction, 1,3,5,-triarylhexahydro-s-triazines and monoamino-methylpyrimidinediones, were identified and their formation discussed. It was shown that the extracyclic nitrogen atom underwent the first aminomethylation and that the substitution of the intracyclic nitrogen atom, inducing ring closure, took place in a second step. All the compounds exhibited antimicrobial activities against bacteria and/or fungi and the derivative presenting a chlorine atom in the 3-position on the nucleus was as active as miconazole nitrate agonist T rubrum and E floccosum.