Pyrazole → 1-(2-fluoro-4-nitrophenyl)-1H-pyrazole

Participants

Reaction Conditions

Reaction Steps

A solution of 2.0 g (29.37 mmol) of pyrazole and 8.12 g (58.75 mmol) of potassium carbonate in 70 mL of DMSO was treated with 4.67 g (3.25 mL, 29.37 mmol) of 3, 4-difluoronitrobenzene followed by warming at 90° C. for 18 h. The solution was cooled and diluted with 100 mL water and was extracted with ethyl acetate (2×100 mL). The organic layers were extracted with water (5×100 mL) and with saturated NaCl solution (75 mL). Drying (Na2SO4) and concentration in vacuo afforded an off-white solid which was recrystallized from hot hexanes to afford 5.3 g (87%) of the title pyrazole derivative as an off-white solid, mp 128-129° C.

Provenance & Evidence