Abstract
By ultraviolet (UV) irradiation in dimethyl sulfoxide (DMSO) or acetone tetrahydro-1, 4-benzodiazepines of type 1 and 6-chloro-1-cyclopropylmethyl-4-phenyl-1, 2, 3, 4-tetrahydroquinazolin-2-one (3) were oxidized to the corresponding dihydro compounds (2 and 4). 7-Chloro-1-methyl-5-phenyl-1, 3, 4, 5-tetrahydro-2H-1, 4-benzodiazepin-2-one (1b) was prepared from 4-acetyl-7-chloro-1-methyl-2, 3, 4, 5-tetrahydro-5-phenyl-1H-1, 4-benzodiazepine (5) by oxidation with potassium permanganate followed by acid hydrolysis. Oxidation of other types of 4-acylbenzodiazepine derivatives was also examined.
