SYNTHETIC ANALOGUES OF Peganum ALKALOIDS. III. PENTAMETHYLENEQUINAZOLONES

Article abstract of DOI:10.1007/BF00579819

Monosubstituted 5-, 6-, and 8-methoxy-3,4-dihydro-2,3-pentamethylenequinazolones (1-3) have been synthesized by the condensation of monosubstituted methoxyanthranilic acids with caprolactam.Demethylation with hydrobromic acid gave the corresponding hydroxy compounds <4-6>.When the 6- and 8-methoxy- and 6- and 8-hydroxy-3,4-dihydro-2,3-pentamethylenequinazolones (2, 3, 5, and 6) were reduced with zinc in hydrochloric acid, the corresponding quinazoline derivatives (7-10) were obtained.The melting points of the bases and their hydrochlorides are given.Some features of their UV, mass, and PMR spectra are reported.