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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955107Generated: November 3, 2026

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

https://huagongshe.com/reaction/1955107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
ReactantPotassium CarbonateHCID 11430—
Reactant1,2-Difluoro-4-nitrobenzeneHCID 123053—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product1-(2-fluoro-4-nitrophenyl)-1H-pyrazoleHCID 1070351487.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 2.0 g(29.37 mmol) of pyrazol 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 pyrazol derivative as an off- white solid, mp 128-129° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06124334
Source datasetuspto-grants-2000_09
ORD IDord-a1fab59d64ef42e19034bdbdeb318679
Source noteuspto-grants-2000_09