Formamide → HCID 66968816, compound

Participants

Reaction Conditions

Reaction Steps

4-Trifluoromethoxyaniline (2.20 g, 12.4 mmol) was added dropwise to a solution of 4-cyanophenacyl bromide (1.50 g, 6.7 mmol) in DMF (5 mL). This solution was then added to hot (180° C.) formamide (20 mL) over 5 min, and the combined solution was allowed to stir at 180° C. for 2 h. The cooled solution was then poured onto ice (100 mL), and extracted with ether (2×75 mL). After drying and concentrating, the resulting semi-solid was crystallized from MeOH/H2O. A second recrystallization from MeOH/H2O removed traces of the formanilide impurity and furnished pure product (200 mg): mp 155° C. Anal. Calcd. for C17H10F3N3O: C, 62.01; H, 3.06; N, 12.76. Found: C. 61.53; H, 3.13; N, 12.55.

Provenance & Evidence