Methyl iodide → HCID 22906419, compound

Participants

Reaction Steps

To a solution of 3.7 g of 5-(4-chlorophenyl)-4-methyl-3-(trifluoromethyl)-1H-pyrazole in 40 mL of acetone was added 5.9 g of potassium carbonate and 1.8 mL of methyl iodide. The mixture was allowed stir overnight at room temperature, filtered and concd in vacuo to give a white solid. This mixture of two isomeric pyrazoles was purified by chromatography on silica (5% ethyl acetate in hexanes) to give 1.8 g (high Rf) of 3-(4-chlorophenyl)-1,4-dimethyl-5-(trifluoromethyl)pyrazole and 2.15 g (low Rf) of 5-(4-chlorophenyl)-1,4-dimethyl-3-(trifluoromethyl)pyrazole. The low Rf material was distilled bulb to bulb (0.1 torr) to give a white, crystalline solid: mp 52°-54° C.; 1HNMR (CDCl3) δ 2.06 (q, 3H, J=1.0 Hz), 3.77 (s, 3H), 7.26 (d, 2H, J=8.5 Hz), 7.50 (d, 2H, J=8.4 Hz); 19FNMR (CDCl3) δ -61.6 (3F). Anal. Calcd for C12H10N2F3Cl1 : C, 52.47; H, 3.677 N, 10.20. Pound: C, 52.517 H, 3.70; N, 10.18.

Provenance & Evidence