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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332150Generated: October 26, 2026

Thionyl Chloride → 4-(chloromethyl)-1-propyl-1H-imidazole

https://huagongshe.com/reaction/332150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-Hydroxymethyl-1-propylimidazoleHCID 12493274—
SolventDichloromethaneHCID 6344—
Product4-(chloromethyl)-1-propyl-1H-imidazoleHCID 22938537—

Reaction Steps

(1-propyl-1H-imidazol-4-yl)methanol (535 mg, 3.11 mmol) was first treated with SOCl2 (3 ml) in CH2Cl2 (5 ml) at 35° C. for 2 hrs. The solvent was removed to get a crude 4-(chloromethyl)-1-propyl-1H-imidazole. Then following General Procedure A, the title compound (587 mg, 67%) was prepared from 2-amino-4-chlorobenzenethiol (744 mg, 4.66 mmol), 4-(chloromethyl)-1-propyl-1H-imidazole, K2CO3 (2.1 g, 15.54 mmol) in DMF (10 ml).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877804B2
Source datasetuspto-grants-2014_11
ORD IDord-3a71f63ff61c4d75bb885f6302540c58
Source noteuspto-grants-2014_11