Synthesis of unsymmetrical trisubstituted 1,3,5-triazines compounds

A novel approach has been reported for the synthesis of 1,3,5-triazine with three distinct substituents. The synthesis of the pivotal intermediate 2-chloro-4-R 1 -6-R 2 -1,3,5-triazine plays a critical role in achieving 1,3,5triazine with three different substituents. This article presents two innovative one -pot processes for synthesizing various substituted 2-chloro-4-R 1 -6-R 2 -1,3,5-triazines. In the first method, substituted benzoyl isocyanates were initially synthesized by reacting different amides with oxalyl chloride. Subsequently, 21 target products of 2-chloro-4-R 1 -6-R 2 -1,3,5-triazines compounds were obtained through the cyclization of substituted benzoyl isocyanates with benzamidine hydrochloride at relatively low temperatures and a one -pot chlorination reaction. The second method involved the synthesis of the same 21 compounds of 2-chloro-4-R 1 -6-R 2 -1,3,5-triazines by reacting benzamide with oxalyl chloride followed by cyclization with different amidine hydrochloride and then a one -pot chlorination reaction. Finally, a total of 35 different unsymmetrical trisubstituted 1,3,5-triazine compounds were successfully synthesized using various reactions.