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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 856769Generated: October 26, 2026

Thionyl Chloride → 5-(chloromethyl)-1-propyl-1H-imidazole hydrochloride

https://huagongshe.com/reaction/856769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(1-propyl-1H-imidazol-5-yl)methanolHCID 22938539—
Product5-(chloromethyl)-1-propyl-1H-imidazole hydrochlorideHCID 22938616—

Reaction Conditions

Temperature90 °C

Reaction Steps

To 5-hydroxymethyl-1-propylimidazole (33.0 g) was added by portions thionyl chloride (80 ml) at 0° C., and the mixture was heated for 30 minutes under nitrogen atmosphere at 90° C. The mixture was allowed to be at room temperature. The solvent was distilled off under reduced pressure and the obtained residue was dissolved in methanol, and the solvent was distilled off again under reduced pressure. The obtained solid was recrystallized from ethyl acetate, to give 5-chloromethyl-1-propylimidazole hydrochloride (43.8 g) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262185B2
Source datasetuspto-grants-2007_08
ORD IDord-b44bb6b4a29f40c796ce685311e85702
Source noteuspto-grants-2007_08