Synthesis of 6-cyano- and 6-carbamoyl-purines and 6-carbamoyl-1,2-dihydropurines from [MeCNMe]O3SCF3 and diaminomaleonitrile

Abstract

Diaminomaleonitrile reacts with N-methylace-tonitrilium trifluoromethanesulphonate to give, after base treatment, the 5-amino-4-(cyanoformimidoyl)imidazole (4) which forms 6-cyanopurines with carboxylic acid anhydrides, and with aldehydes, ketones, 1,2- and 1,3- diketones, and keto-esters gives 6-carbamoyl-1,2-dihydro-purine derivatives from which 6-carbamoylpurines can be obtained.