Ammonia → HCID 13289681, compound

Participants

Reaction Steps

2-Mercapto-4,5-bis(4-fluorophenyl)pyrimidine (5.04 g) was placed in a flask into which was condensed ~125 ml liquid ammonia. The resultant slurry was diluted with 30 ml tetrahydrofuran and cooled to -78°. Trifluoromethyl iodide (1.9 ml) was introduced as a gas and the cold bath was then removed. The reaction mixture was irradiated with a General Electric 275 W sun lamp for 2 hours. The ammonia was allowed to evaporate and the tetrahydrofuran removed in vacuo. The residue was dissolved in methylene chloride, washed with water and brine, dried and concentrated on the rotary evaporator. Crystallization from ethanol gave the title compound (2.1 g), m.p. 80°-83°. Infrared and H-NMR were consistent with the assigned structure. MS 368 (M+).

Provenance & Evidence