Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577080Generated: October 30, 2026

Thionyl Chloride → 4-(chloromethyl)-1-ethyl-5-methyl-1H-imidazole hydrochloride

https://huagongshe.com/reaction/577080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(1-ethyl-5-methyl-1H-imidazol-4-yl)methanolHCID 54437975—
SolventDichloromethaneHCID 6344—
Product4-(chloromethyl)-1-ethyl-5-methyl-1H-imidazole hydrochlorideHCID 6682075696%

Reaction Steps

To a solution of (1-ethyl-5-methyl-1H-imidazol-4-yl)methanol (340 mg, 2.4 mmol) in anhydrous dichloromethane (20 mL) was added thionyl chloride (900 μL). The mixture was stirred at room temperature for 4 hours. Dichloromethane was evaporated, and the mixture was then co-evaporated with toluene (20 mL). The residue was dried in vacuo, affording 4-(chloromethyl)-1-ethyl-5-methyl-1H-imidazole hydrochloride (450 mg, 96% yield). The product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040538B2
Source datasetuspto-grants-2015_05
ORD IDord-5c6e24676e2d4a2996767b819ba58503
Source noteuspto-grants-2015_05