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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253030Generated: October 25, 2026

Thionyl Chloride → 1-benzyl-2-(chloromethyl)-1H-imidazole

https://huagongshe.com/reaction/1253030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(1-benzyl-1H-imidazol-2-yl)methanolHCID 311778—
Product1-benzyl-2-(chloromethyl)-1H-imidazoleHCID 73679293.5%

Reaction Steps

A mixture of 10 gm (45 mmole) of N-benzyl-2-hydroxymethylimidazole and 11 gm (92 mmole) of thionyl chloride was stirred at room temperature for 30 minutes before it was heated to reflux for 30 minutes. The excess thionyl chloride was removed under reduced pressure. The resultant residue (10 gm crude) was crystallized from ethanol/ether to obtain 8.7 gm of N-benzyl-2-chloromethylimidazole, m.p. 180°-182° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04746669
Source datasetuspto-grants-1988_05
ORD IDord-39fad1f746cd4c8a807fe30658bab454
Source noteuspto-grants-1988_05