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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2224337Generated: October 30, 2026

Thionyl Chloride → 2,4-Dichloro-5-(chloromethyl)pyridine

https://huagongshe.com/reaction/2224337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(4,6-Dichloropyridin-3-yl)methanolHCID 2762727—
SolventDichloromethaneHCID 6344—
Product2,4-Dichloro-5-(chloromethyl)pyridineHCID 276272847.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of 41A (2.5 g, 14 mmol) in CH2Cl2 (20 mL) was added slowly SOCl2 (1.2 mL, 14 mmol) at room temperature. The reaction was stirred for 15 minutes, cooled to 0° C. and washed with saturated aqueous NaHCO3. The CH2Cl2 layer was dried (MgSO4), concentrated in vacuo and purified by flash chromatography (SiO2, CH2Cl2) to give 41B (1.3 g, 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07378426B2
Source datasetuspto-grants-2008_05
ORD IDord-bd18a2db729e4e7c8caf200efec7aa05
Source noteuspto-grants-2008_05