A ONE-STEP SYNTHESIS OF PURINE DERIVATIVES BY THE REACTION OF PHENYLAZOMALONAMIDAMIDINE WITH ARYL ALDEHYDES

Abstract
Treatment of phenylazomalonamidamidine (I) with aryl aldehydes yielded the corresponding 2,8-diarylhypoxanthines (II) in a single step. The reaction under milder conditions formed the intermediary monoarylidene derivatives (III) of I, from which the corresponding 6-amino-2-aryl-5-phenylazopyrimidine-4(3H)-ones (IV) were obtained by the oxidative cyclization with diethyl azodicarboxylate. Treatment of IV with second aryl aldehydes gave the unsymmetrical 2,8-diarylated hypoxanthines.