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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186213Generated: November 2, 2026

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

https://huagongshe.com/reaction/1186213

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 mmole) and N-chloro-succinimide (1.22 g, 9.1 mmole) in DMF (5 ml) was heated at 50° C. overnight. The reaction mixture was cooled, partitioned between AcOEt and water, the organic layer was washed with water, dried, evaporated and the residue was purified by chromatography on silica gel using cyclohexane/AcOEt (3:1) to give the title compound (540 mg) as a white solid. MS: m/z=209.9 [M]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673894B2
Source datasetuspto-grants-2014_03
ORD IDord-c7bbb36bdc7d441183b155c5645fa868
Source noteuspto-grants-2014_03