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1,5- Benzodiazepines and its derivatives constitute an important class of heterocyclic compounds which have proven its medicinal identity as anticancer, antioxidant, cardiovascular agents, viral infection, anticonvulsant, analgesic, sedative, antidepressive, and hypnotic agents. Keeping this in mind, the current research work is to synthesize 2,3-Dihydro-1H-1,5- Benzodiazepines by the condensation of various substituted chalcones and o-phenylenediamine in the presence of double salt, potassium aluminium sulfate dodecahydrate. The structure of the synthesized molecules was confirmed on the basis of physical data and extensive spectral studies. All the compounds have been screened for antioxidant activity using DPPH radical scavenging method. All the compounds showed good free radical scavenging activity (IC50 value between 62- 15 mcg/ml) when compared with the standard ascorbic acid. The results indicated that 2,3-Dihydro-1H-1,5-Benzodiazepines could be the potential candidates eliciting antioxidant activity, and further studies can be conducted using molecular modeling tools for designing 1,5-benzodiazepines having better activity