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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620798Generated: November 1, 2026

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

https://huagongshe.com/reaction/1620798

Reaction equation

Participants

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

Reaction Steps

Oxidation of 2,5-dimethylpyridine provides 2,5-dimethylpyridine N-oxide. Treatment of 2,5-dimethylpyridine N-oxide with acetic anhydride followed by base, such as, sodium hydroxide, provides (5-methyl-pyridin-2-yl)-methanol. (5-Methyl-pyridin-2-yl)-methanol is then treated with thionyl chloride to provide 2-chloromethyl-5-methyl-pyridine hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772495B2
Source datasetuspto-grants-2014_07
ORD IDord-120755eb985844e7aa85f20422821353
Source noteuspto-grants-2014_07