1H-1,2,4-Triazole → HCID 13366873, compound

Participants

Reaction Steps

To a solution of 2-(4-fluorophenyl)-2-[1-(1H-1,2,4-triazol-1-yl)ethyl]oxirane (0.5 g, 2.1 mMole) in dimethylformamide (30 ml) was added 1,2,4-triazole (0.29 g, 4.2 mMole) and anhydrous potassium carbonate (0.29 g, 2.1 mMole). Heating, with stirring, was carried out for three hours at 85°. The solvent was evaporated, water (65 ml) was added, and the mixture was then extracted with methylene chloride (3×20 ml). The combined organic extracts were washed with water (3×10 ml), dried over anhydrous magnesium sulphate and evaporated to a gum, (1.1 g). Purification of the gum was carried out using a flash column of Merck "Kieselgel 60" (Trademark) 230-400 mesh silica eluting with methylene chloride containing gradually increasing amounts of methanol (from 5 to 10%). The appropriate fractions, on evaporation, gave the title compound, 318 mg; m.p. 103°-106° (49.1% yield).

Provenance & Evidence