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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33538Generated: October 29, 2026

Dimethylformamide → 2-Chloromethyl-6-(3-chloro-phenyl)-pyridine

https://huagongshe.com/reaction/33538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant[6-(3-Chloro-phenyl)-pyridin-2-yl]-methanolHCID 24730102—
SolventDichloromethaneHCID 6344—
Product2-Chloromethyl-6-(3-chloro-phenyl)-pyridineHCID 69106491—

Reaction Conditions

Temperature0 °C

Reaction Steps

433 mg (0.264 ml, 3.64 mmol) thionyl chloride were added drop by drop at 0° C. to a solution of 0.2 ml N,N-dimethylformamide (DMF) and 400 mg (1.82 mmol) [6-(3-Chloro-phenyl)-pyridin-2-yl]-methanol in 25 ml dichloromethane and stirred for 3 h at 0° C. The mixture was poured on ice/sodium bicarbonate solution and the organic phase separated. The water phase is extracted with dichloromethane. The combined organic phases were washed with water, dried (sodium sulphate), evaporated and the obtained material (409 mg, 94%) used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429605B2
Source datasetuspto-grants-2008_09
ORD IDord-9ea2ea3cc39f474c846b72526298fff8
Source noteuspto-grants-2008_09