Hydrazine hydrate (1:1) → HCID 54018220, compound

Participants

Reaction Steps

To a solution of 7,8-methylenedioxy-3-(4-nitrophenyl)-1-phenyl-3,5-dihydro-2,3-benzodiazepin-4(4H)-one (15 mg, 0.037 mmol) in ethanol (5 mL) was added HCl (conc. 2 drops), hydrazine hydrate (0.3 mL) and Raney Ni (excess) and the reaction was stirred for 40 min. The excess Raney Ni was removed by filtration and the pure product (9 mg, 66%) was obtained by flash chromatography (12.5% acetone in CH2Cl2). 1H NMR (CDCl3) 7.60 (m, 2H), 7.42 (m, 3H), 7.20 (d, J=8.6, 2H), 6.92 (s, 1H), 6.71 (d, J=8.6, 2H), 6.68 (s, 1H), 6.07 (s, 1H), 6.03 (s, 1H), 3.80-3.45 (m, 4H).

Provenance & Evidence