Tin tetrachloride → N-(3-amino-4-methylphenyl)-4-morpholino-3-(trifluoromethyl)benzamide

Participants

Reaction Steps

N-(4-methyl-3-nitrophenyl)-4-morpholino-3-(trifluoromethyl)benzoamide (68 mg, 0.17 mmol) was dissolved in ethanol (1.7 mL), tin chloride (190 mg, 0.83 mmol) was added thereto, and the mixture was subjected to a reaction with reflux for 3 hours. The reaction mixture was cooled to room temperature, diluted with ethyl acetate and then washed with an aqueous sodium hydrogen carbonate solution. The organic layer was washed with distilled water (10 mL×3), dried with sodium sulfate, and the solvent was distilled under reduced pressure. The concentrated solution was crystallized using ethyl acetate (2 mL) and n-hexane (20 mL) to obtain the title compound as a bright yellow solid (26 mg).

Provenance & Evidence