REACTION OF 9-SUBSTITUTED 1-AMINOADENINE WITH HYDRAZINE

Reaction of 9-substituted (methyl or benzyl) 1-aminoadenines 1 with hy drazine afforded 9-substituted 6-hydrazinopurines 2 and 1-substituted 5-amino-4-(4-amino-1,2,4-triazol-3-yl)imidazole (4). The product ratio of 2 to 4 rose with increasing amounts of methanol used as the solven t. When the same reaction was carried out using 1,9-dimethyladenine in stead of 1, compounds 2 and 4 were also obtained with N-6,9-dimethylad enine. A possible mechanism for formation of 2 and 4 is discussed.