AMIDINOACETAMIDES IN SYNTHESIS OF PYRIMIDINES, IMIDAZOLES, AND PURINES

2-(Substituted amidino)acetamides and their 2-phenylazo-derivatives were cyclized with 1-C-atom reagents to the corresponding pyrimidin-4(3H)-ones, identified by unambiquous synthesis from 4,6-dichloropyrimidine and by conversion into the corresponding 9-substituted hypoxanthines. The cyclization of 2-(substituted amidino)-2-formamidoacetamide formate and hydrochloride salts to the isomeric ring and exocyclic N-substituted aminoimidazolecarboxamides was studied. The imidazolecarboxamides were converted, where possible, into the 3- or 9-substituted hypoxanthines.