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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403264Generated: October 27, 2026

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

https://huagongshe.com/reaction/403264

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 numberUS08748418B2
Source datasetuspto-grants-2014_06
ORD IDord-c98b58df862449de955ec0704e0bf7a5
Source noteuspto-grants-2014_06