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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714447Generated: October 29, 2026

Thionyl Chloride → 4-(chloromethyl)-N-methylpyridine-2-carboxamide hydrochloride

https://huagongshe.com/reaction/714447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-(Hydroxymethyl)-N-methylpyridine-2-carboxamideHCID 23439277—
SolventDichloromethaneHCID 6344—
Product4-(chloromethyl)-N-methylpyridine-2-carboxamide hydrochlorideHCID 66631580—

Reaction Conditions

Temperature0 °C

Reaction Steps

10 g (45.32 mmol) of 4-(hydroxymethyl)-N-methylpyridine-2-carboxamide (Example 40A) were suspended in 160 ml of dichloromethane and cooled to 0° C. 16.18 g (135.96 mmol) of thionyl chloride were added, and the reaction mixture was then warmed to RT and stirred at RT overnight. The reaction mixture was evaporated and dried under high vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187428B2
Source datasetuspto-grants-2015_11
ORD IDord-9ea5636fb553480990f9c5f041430c7e
Source noteuspto-grants-2015_11