Studies on bioactive bis-1,3,5-triazinyl dithiocarbamates

Abstract

The compounds bis(4,6-dichloro/bis[(p-methoxyphenyl)amino]-1,3,5-triazin-2- yl)1,2-hydrazine-1,2-dicarbodithioate/1,4-phenylenebis(carbamodithioate)/(1, 1'-biphenyl)-4,4'-diylbis(carbamodithioate)/(sulphonyldi-4,1-phenylene) -bis(carbamodithioate/1,2-ethanediylbis(carbamothioate) 4a-j were synthesized by two different methods. In the first method (A) for the preparation of 4a-e, 2,4,6-trichloro-1,3,5-triazine 1 was condensed with diammonium 1,2-hydrazine-1,2-dicarbodithioate/1,4-phenylenebis(carbamodithioate)/(1, 1'-biphenyl)-4,4'diylbis(carbamodithioate)/(sulphonyl-di-4,1-phenylene) -bis(carbamodithioate)/1,2-ethanediylbis(carbamodithioate) 3a-e to afford 4a-e which undergo reaction with p-methoxyaniline to afford 4f-j. In the second method (B) of preparation, 1 was condensed with p-methoxyaniline to yield 2 followed by the action of 3a-e to yield 4a-j. The structure of the newly synthesized compounds 4a-j was established on the basis of elemental analyses, as well as IR and 1H-NMR spectroscopy. The antimicrobial activities of compounds 4a-j were determined by the cup-plate method against gram-positive bacteria, gram-negative bacteria and fungi. All the synthesized compounds showed significant antimicrobial activity.