STUDIES ON THE CHEMISTRY OF THIENO-ANELLATED O,N-CONTAINING AND S,N-CONTAINING HETEROCYCLES .2. SYNTHESIS OF THIENO[2,3-B]DIAZEPINE DERIVATIVES WITH POTENTIAL CNS ACTIVITY

Thieno-anellated compounds analogous to Clobazam (1) [2] and the nootropic drugs 2 and 3 [3] were synthesized. Thus, nucleophilic substitution on halogenated nitrothiophene derivatives with aniline and reaction with ethyl malonyl chloride gave after cyclisation the thieno[2,3-b]diazepinedione derivatives 7 and 14. These compounds were methylated to give the thieno-anellated heterocycles 8 and 9.