Hydrochloric Acid → HCID 19821752, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1-(4-amino-2,6-dichlorophenyl)-4-trifluoromethylpyrimidin-6-one (as prepared in Preparation 1) (0.9 g) in acetonitrile (10 ml) was added dropwise to a stirred suspension of copper (II) chloride (0.37 g) and t-butylnitrite (1.46 g) in dry acetonitrile (8 ml) while the temperature was maintained between 0° and 5° C. After the addition was complete, the reaction mixture was stirred for a further 1 hour at 5° C., and then allowed to warm slowly to ambient temperature. The reaction mixture was then poured into 20% aqueous hydrochloric acid and extracted into diethyl ether. The combined organic extracts were washed with 20% aqueous hydrochloric acid, dried over anhydrous magnesium sulphate, filtered, and the solvent evaporated under reduced pressure. The residual oil was flushed through a plug of silica gel using petroleum ether (boiling range 60°-80° C.) containing diethyl ether (25% by volume) as eluent. Recrystallisation of the so generated white solid from petroleum ether (boiling range 60°-80° C.) gave 1-(2,4,6-trichlorophenyl)-4-trifluoromethylpyrimidin-6-one.

Provenance & Evidence