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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626107Generated: November 3, 2026

Chlorosuccinimide → 4-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/1626107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantMethyl 1-(difluoromethyl)-1H-pyrazole-3-carboxylateHCID 57497167—
SolventDimethylformamideHCID 6228—
Product4-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl esterHCID 5747588385.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl ester (535 mg, 3 mmol) and N-chloro-succinimide (1.22 g, 9.1 mmol) in N,N-dimethylformamide (5 ml) was heated at 50° C. overnight. The reaction mixture was cooled, partitioned between ethyl acetate and water, the organic layer was washed with water, dried, evaporated and the residue was purified by chromatography on silica gel using cyclohexane/ethyl acetate (3:1) as the eluent to give the title compound (540 mg) as a white solid. MS (ISP): m/z=209.9 [M]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785436B2
Source datasetuspto-grants-2014_07
ORD IDord-46ce9ae344a14b028468bff610379aca
Source noteuspto-grants-2014_07