Synthesis of dibenz [c,e] azepine-5,7-dione derivatives

ABSTRACT

Aminolysis of diphemic anhydride afforded the diphenamic acid derivatives [1a-f], which on cyclization of [1a-d] by acetic anhydride yielded the 6-substituted dibenz [c,e] azepine-5,7-diones [2a-d]. Potassium diphenimide was prepared and reacted with certain halogen compounds to produce [2d-m]. Hydrazinolysis of diphenimide produced exclusively the diphenamic acid hydrazide [4a], the acyl [4b-c] and arylidene [5a-e] derivatives of which were prepared. Structure of the final products was proved by microanalysis, spectral data and when necessary by unambiguous synthesis. Some of the newly synthesised compounds were screened for anticonvulsant and hypnotic activity