The alkylation of 3-substituted cycloalkylcarboxamido-6-aminouracil derivatives with 3- bromo-1-propanol followed by ring closure yields 1, 3, 8-trisubstituted xanthine derivatives bearing a polar hydroxyl group. Use of the more reactive 1, 3-dibromopropane or homologous dibromoalkanes for the alkylation reaction results in simultaneous alkylation at N1 and the exocyclic amino group (N6) yielding imidazo-, pyrimido-and diazepino- ...