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.

Keywords

• 1
• 3
• 5-triazine
• dicarbamodithioates
• antimicrobial activity