Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580260Generated: October 30, 2026

Dimethyl Sulfoxide → 1-(2-Fluoro-4-chloro-5-isopropyloxyphenyl)-3,4,5-trimethylpyrazole

https://huagongshe.com/reaction/580260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantIsopropyl iodideHCID 6362—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(2-Fluoro-4-chloro-5-hydroxyphenyl)-3,4,5-trimethylpyrazoleHCID 13798233—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1-(2-Fluoro-4-chloro-5-isopropyloxyphenyl)-3,4,5-trimethylpyrazoleHCID 13798234104.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1-(2-fluoro-4-chloro-5-hydroxyphenyl)-3,4,5-trimethylpyrazole (25.5 g), isopropyl iodide (18.7 g), anhydrous potassium carbonate (14.5 g) and dimethylsulfoxide (200 ml) was stirred at 80° C. for one hour. After cooling, the reaction mixture was admixed with water and toluene to form two layers. The toluene layer formed was separated, washed with water and then dried over anhydrous sodium sulfate. Removal of the solvent by distillation in vacuo gave the titled compound (31.1 g) as a pale yellow oil, which was then purified through silica gel column chromatography to yield a colorless oil. nD23 =1.5406.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04752326
Source datasetuspto-grants-1988_06
ORD IDord-aa3f665aeac6449994ce1f8b31222b34
Source noteuspto-grants-1988_06