Ammonium Chloride → HCID 89852603, compound

Participants

Reaction Steps

Fe (2.9 g, 52.4 mmol, 4.0 eq) and NH4Cl was added to a solution of 6-nitro-4-((4-phenoxyphenyl)amino)quinoline-3-carbonitrile (5.0 g, 13.1 mmol, 1.0 eq) in methanol/water (50/50 mL). The mixture was heated to reflux for 8 hours, cool to room temperature and extracted with ethyl acetate (100×3 mL). The organic layers were combined, dried over anhydrous sodium sulfate. The crude product was purified by flash column chromatography on silica gel to give 6-amino-4-((4-phenoxyphenyl)amino)quinoline-3-carbonitrile (Compound 19) as a solid 3.5 g.

Provenance & Evidence