Ammonium Chloride → HCID 18367942, compound

Participants

Reaction Steps

A mixture of 3-acetylamino-6-chloro-2-(3-nitrobenzoyl)indole (step 3, 2.68 g, 7.5 mmol), iron powder (1.7 g, 30 mmol) and ammonium chloride (0.8 g, 17 mmol) in 70% aqueous ethanol (70 ml) was heated at reflux for 1 h, and then cooled and filtered through a pad of Celite. The filtrate was concentrated and the residue partitioned between water (50 ml) and ethyl acetate (150 ml). The organic layer was separated, dried (MgSO4) and slovent removed by evaporation to afford 2.6 g (quant.) of the title compound as yellow amorphous solids. 1H-NMR (CDCl3) δ: 9.83 (1H, br s), 8.63 (1H, brs), 8.16 (1H, d, J=8.8 Hz), 7.35-7.21 (2H, m), 7.15-6.98 (3H, m), 6.88 (1H, dd, J=8.8, 1.8 Hz), 2.25 (3H, s) The signal due to NH2 was not observed.

Provenance & Evidence