New derivatives of dibenzo[b,e][1,4]diazepin‐1‐ones by an efficient synthesis and spectroscopy

Abstract

Abstractmagnified imageAn efficient synthesis of four steps to obtain twelve new derivatives of 3,3‐dimethyl‐2,3,4,5,10,11‐hexahydro‐8‐[(o‐; and p‐methoxy)phenoxy]‐11‐[(o‐; and p‐R)phenyl]‐1H‐dibenzo[b,e][1,4]diazepin‐1‐ones IV, 1‐12 with possible biological and pharmacological activity as anticonvulsant and schizophrenia treatment in the central nervous system (CNS). The final products were obtained by condensation and cyclization between 3‐{4‐[(o‐; and p‐methoxy)phenoxy]‐1,2‐phenylenediamine}‐5,5‐dimethyl‐2‐cyclohexenone with (o‐; and p‐R)benzaldehyde. The structure of all products was corroborated by spectroscopy of ir, 1H‐nmr, 13C‐nmr, with bidimensional experiments and MS in Low and high resolution with Collision‐Induced Dissociation experiments (CID).