Design,Synthesis, and Characterization of 1, 3‐disubstituted‐1,4‐benzodiazepine Derivatives

The 2‐amino‐4′‐flouro‐benzophenone ( 1 ) that was reacted with chloroacetylchloride to afford 2‐chloro‐N‐(2‐(4′‐fluorobenzoyl) phenyl)acetamide ( 2 ) was subsequently converted to 1,4‐benzodiazepines ( 3 ) by the modification of the known hexamethylenetetramine based cyclization reaction developed by Blazevic and Kajfez. Thus, obtained product ( 3 ) was reacted with a variety of alkyl halide using KOH in DMF to give 1‐substituted‐5‐(4‐fluorophenyl)‐1H‐benzoe]1,4]diazepin‐2(3H)‐one ( 4a , 4b ). To achieve 1, 3‐disubstituted 1, 4‐benzodiazepines ( 5a , 5b , 5c , 5d , 5e , 5f , 5g , 5h , 5i , 5j , 5k , 5l , 5m , 5n , 5o , 5p , 5q , 5r , 5s , 5t ), 1‐substituted‐5‐(4‐fluorophenyl)‐1H‐benzoe]1,4]diazepin‐2(3H)‐one ( 4a , 4b ) was treated with various aromatic aldehydes in the presence of KOH in toluene.