REACTIONS OF HYDROXYGLYCINES - NEW SYNTHETIC ROUTES TO 4-PHENYLQUINAZOLINE DERIVATIVES

Reaction of hydroxyglycine with 2-aminobenzophenones gives 1,2-dihydro -4-phenyl-quinazoline-2-carboxylic acids in high yields and under mild conditions. These can be smoothly converted into the corresponding 3, 4-dihydro isomers and into quinazoline derivatives via rearrangement a nd oxidation by air, respectively. The X-ray crystallographic structur e of -dihydro-1-methyl-4-phenylquinazoline-2-carboxylic acid shows the carboxylate group at C(2) and the methyl group at N(1) to be in axial positions.