Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972130Generated: November 4, 2026

Thionyl Chloride → 5-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chloride

https://huagongshe.com/reaction/1972130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactantethyl 5-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxylateHCID 56926832—
SolventTolueneHCID 1140—
SolventSodium HydroxideHCID 14798—
Product5-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chlorideHCID 52920508—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of 22.3 g (100 mmol) of ethyl 5-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxylate in 100 ml of toluene and 50 ml of 10% NaOH are stirred at AT for 3 hours. The aqueous phase is separated and adjusted to pH 5 with HCl. After extracting the product with chlorobenzene and azeotropically drying the organic phase, 23.8 g (200 mmol) of SOCl2 are added to the solution and the mixture is heated at 80° C. for 2 hours. After evaporating the reaction mixture, 20.1 g of the product are obtained as an oil with a purity (GC) of 98%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431718B2
Source datasetuspto-grants-2013_04
ORD IDord-e282464d28ac4e47b39c30adeb72cb11
Source noteuspto-grants-2013_04