Hydrochloric Acid → HCID 10040148, compound

Participants

Reaction Steps

To a suspension of 7,8-methylenedioxy-1-(3-nitrophenyl)-3,5-dihydro-2,3-benzodiazepin-4(4H)-one (20 mg, 0.061 mmol) in ethanol (5 ml,) was added Raney Ni (54 mg), hydrazine hydrate (40 μL, 0.71 mmol), and 2N HCl (60 μL, 0.12 mmol). The mixture was stirred at room temperature for 24 h. The solid Ni was filtered out. The filtrate was concentrated in vacuo and the resulting residue was purified by chromatography (10:1 CHCl3 /EtOH) to afford the title compound as a tan solid (6 mg, 33%), mp: 118°-122° C. 1H NMR (CDCl3) 8.33 (s, 1H), 7.22-7.17 (m, 1H), 6.94 (s, 1H), 6.94-6.88 (m, 1H), 6.81 (s, 1H), 6.79-6.75 (m, 1H), 6.67 (s, 1H), 6.03 (s, 2H), 3.74 (brs, 2H), 3.44 (s, 2H).

Provenance & Evidence