Hydrazine hydrate (1:1) → HCID 54057307, compound

Participants

Reaction Steps

To a solution of 7,8-methylenedioxy-1-(4-nitrophenyl)-3-(3-pentyl)-3,5-dihydro-2,3-benzodiazepin-4(4H)-one (48 mg, 0.123 mmol) in ethanol (10 mL) was added hydrazine hydrate (0.5 mL), 3 drops of conc. HCl, and excess amount of Raney Ni and the mixture obtained was stirred at room temperature for 1.5 h. Then the Raney Ni was removed by decanting. The crude product obtained by removal of the solvent was purified by flash chromatography (1:1 of hex:EtOAc) to give the product (42 mg, 94%), 1H NMR (CDCl3) 7.46 (d, J=8.3, 2H), 6.69 (d, J=8.3, 2H), 6.85 (s, 1H), 6.70 (s, 1H), 6.04, (bs, 1H), 6.01 (bs, 1H), 4.49 (heptet, J=4.9, 1H), 3.92 (bs, 2H), 3.50 (d, J=16.3, 1H), 3.29 (d, J=16.3, 1H), 2.10 (m, 1H), 1.72 (m, 1H), 1.48 (m, 21H), 0.98 (t, J=7.2, 3H), 0.48 (t, J=7.2, 3H).

Provenance & Evidence