Synthesis of 6,7-bis(trifluoromethyl)-8-substituted pteridine-2,4(1H,3H)-dione (lumazine) hydrates from 4,5-diaminouracil hydrochlorides and perfluorobutane-2,3-dione. Stabilization of the transmolecular covalent hydrates of 8-substituted pteridinediones by trifluoromethyl groups

Abstract

The reaction of perfluorobutane-2,3-dione (PFBD) with substituted 4,5-diaminouracil hydrochlorides (15) and (16) has been investigated in an attempt to determine the extent to which trifluoromethyl groups placed in the 6 and 7 positions of the 8-substituted lumazine products stabilize the transmolecular covalent hydrate forms. The compounds prepared in this manner were found to exist as stable hydrates (17) and (18).