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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1413112Generated: October 25, 2026

Thionyl Chloride → 2-(Chloromethyl)-5-methylpyridine hydrochloride

https://huagongshe.com/reaction/1413112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(5-Methylpyridin-2-yl)methanolHCID 12325387—
Product2-(Chloromethyl)-5-methylpyridine hydrochlorideHCID 23313795—

Reaction Steps

8.7 g of 2-hydroxymethyl-5-methyl-pyridine were added dropwise at a reaction temperature of 0°-10° to 18 ml of thionyl chloride. The reaction solution was next stirred for 15 hours at room temperature and then concentrated by evaporation on a rotary evaporator. The residue was treated with activated charcoal in alcohol and crystallised from alcohol-ether. 11.5 g of 2-chloromethyl-5-methylpyridinehydrochloride having a m.p. 145°-146° was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04248880
Source datasetuspto-grants-1981_02
ORD IDord-db3ed3c1fd144c99945bebed563215ed
Source noteuspto-grants-1981_02