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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 577085Generated: October 30, 2026

Thionyl Chloride → 5-(chloromethyl)-4-methyl-1-(propan-2-yl)-1H-imidazole hydrochloride

https://huagongshe.com/reaction/577085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant[4-methyl-1-(propan-2-yl)-1H-imidazol-5-yl]methanolHCID 59589489—
SolventDichloromethaneHCID 6344—
Product5-(chloromethyl)-4-methyl-1-(propan-2-yl)-1H-imidazole hydrochlorideHCID 6682088486%

Reaction Steps

To a solution of [4-methyl-1-(propan-2-yl)-1H-imidazol-5-yl]methanol (703 mg, 4.6 mmol) in anhydrous dichloromethane (40 mL) was added thionyl chloride (1.7 mL). The mixture was stirred at room temperature overnight. Dichloromethane was evaporated, and then the mixture was co-evaporated with toluene (1×20 mL). The residue was dried in vacuo, affording 5-(chloromethyl)-4-methyl-1-(propan-2-yl)-1H-imidazole hydrochloride (824 mg, 86% 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-ca1e199ea7ad41379efd400f32da9837
Source noteuspto-grants-2015_05