4-Fluorobenzonitrile → 4-Fluoro-N'-hydroxybenzenecarboximidamide

Participants

Reaction Steps

To a solution of 4-fluorobenzonitrile (1.21 g, 10 mmol) and NH2OH.HCl (0.83 g, 12 mmol) in H2O (5 mL) was added NaHCO3 in portions. The reaction mixture was stirred at room temperature overnight. The mixture was then diluted with H2O (50 mL) and extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with brine and dried over Na2SO4. After filtration, the filtrate was concentrated under reduced pressure to give the desired product (1.2 g). MS (ESI): 155 (MH+).

Provenance & Evidence