Pyrimidines

3-Arylbenzo[f]quinazolines were obtained by reaction in acetic or propionic acid of -naphthylamine, ammonia, and aromatic aldehydes containing an NR₂ or OH group. A mechanism is proposed for the formation of monoarylbenzo[f]quinazolines from the corresponding intermediate 1,3-diaryldihydrobenzo [f] quinazolines by acid cleavage of the C-aryl bond in the 1 position. This mechanism was confirmed experimentally by establishment of the fact of cleavage of 1,3-bis (p-methoxyphenyl)-1,2-dihydrobenzo[f] quinazoline when the acidity of the medium is increased; 3-(p-methoxyphenyl) benzo [f] quinazoline and anisole were obtained in the reaction products. Condensation in the presence of formic acid gave -arylidene-N-formyl--naphthylamines rather than arylbenzo [f] quinazolines.See [1] for communication LXIV.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1265–1271, September, 1978.