Azo-1,3,5-triazines

The synthesis of variously substituted bis-triazinylhydrazines and their subsequent oxidation preferably with chlorine in a two-phase system to azo-1,3,5-triazines starting from cyanuric chloride is reported. Reaction of ethoxycarbonylhydrazine with cyanuric chloride followed by oxidation gave access to mono- and bis-ethoxycarbonyl-1,3,5-triazines, respectively. Azo-1,3,5-triazines proved to be very reactive dienophiles.