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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184196Generated: October 31, 2026

Thionyl Chloride → Ethyl 3-(chloromethyl)imidazo[1,2-a]pyridine-2-carboxylate hydrochloride

https://huagongshe.com/reaction/1184196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantEthyl 3-(hydroxymethyl)imidazo[1,2-a]pyridine-2-carboxylateHCID 18466901—
SolventChloroformHCID 6212—
ProductEthyl 3-(chloromethyl)imidazo[1,2-a]pyridine-2-carboxylate hydrochlorideHCID 67320957—

Reaction Steps

To a solution of ethyl 3-(hydroxymethyl)imidazo[1,2-a]pyridine-2-carboxylate (2.85 g) in chloroform (40 ml) was added thionyl chloride (8.0 ml) at room temperature, and the mixture was heated under reflux for 12 hr. The reaction solution was cooled to room temperature, and concentrated under reduced pressure. The precipitated crystals were collected by filtration, washed with diethyl ether to give the object product (3.50 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664380B2
Source datasetuspto-grants-2014_03
ORD IDord-acfc1e9d043a447ca87311397d602527
Source noteuspto-grants-2014_03