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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422356Generated: October 31, 2026

Thionyl Chloride → 4-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochloride

https://huagongshe.com/reaction/1422356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant1-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazoleHCID 10198247—
Product4-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochlorideHCID 9795357—

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of 1-(4-cyanobenzyl)-5-hydroxymethylimidazole (Example 26, step D; 3.1 g, 14.5 mmol) in thionyl chloride (20 mL) was heated at 60° C. for 18 h. The excess thionyl chloride was removed in vacuo and the residue was azeotroped with CHCl3 (3×) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06080870
Source datasetuspto-grants-2000_06
ORD IDord-e7fb3e7c1d11470aa974f46bf4f7d735
Source noteuspto-grants-2000_06