Derivatives of Ditriazinylamine

Various substituted ditriazinylamines were synthesized by the reaction of N,N-bis(4,6-dichloro-s-triazin-2-yl)amine, N,N-bis(4-chloro-6-phenyl-s-triazin-2-yl)amine, or 2-chloro-4-phenyl-s-triazin-2-yl-2′,4′-dichloro-s-triazin-2′-ylamine with nucleophilic reagents. The reaction of N,N,N-tris(4,6-dichloro-s-triazin-2-yl)amine with sodium methoxide was also examined. In this case, various products were obtained, depending upon the amount of sodium methoxide used. A Hammett plot of the substituent constants (∑σm) vs. the pKa′ or the imino proton shifts of the above-mentioned ditriazinylamines gives a linear relationship.