Synthesis of some quinazolone derivatives structurally related to certain sedatives and hypnotics

The preparation of certain 3-substituted derivatives of 3.4-dihydro-2-methyl-4-oxoquinazoline is described. The synthesis fo a quinazolone-barbituric acid derivative, in which the two constituting moieties are separated by methylene groups, was achieved by reacting 3-[B-haloethyl]-3.4-dihydro-2-methyl-4-oxoquinazoline with sodio malonic ester and subsequent cyclization of the ester so formed with urea. Attempts to introduce the alpha-glutaryl group at the position 3 of the quinazolone ring system via different routes were unsuccessful.