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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546567Generated: October 26, 2026

Water → 2-Chloro-4-(chloromethyl)pyridine

https://huagongshe.com/reaction/546567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant(2-Chloropyridin-4-yl)methanolHCID 7062237—
SolventDichloromethaneHCID 6344—
Product2-Chloro-4-(chloromethyl)pyridineHCID 11126573—

Reaction Steps

To a solution of 11.3 g of 2-chloro-4-hydroxymethylpyridine obtained in stage a) below in 200 mL of dichloromethane are added dropwise 6.896 mL of thionyl chloride, followed by 2.1 mL of dimethylformamide, the reaction mixture is stirred for 3 hours at room temperature and 50 mL of water are then added dropwise. The phases are separated and the organic phase is washed with water, dried over magnesium sulphate, filtered and concentrated under reduced pressure to give 12.8 g of 2-chloro-4-chloromethylpyridine in the form of an amber-coloured liquid, which is used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935819B2
Source datasetuspto-grants-2011_05
ORD IDord-92422a956bf04cd28d557a55a375e905
Source noteuspto-grants-2011_05