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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1385811Generated: November 2, 2026

Thionyl Chloride → 1-Benzyl-4-chloro-5-(chloromethyl)-2(4-nitrophenyl)-imidazole

https://huagongshe.com/reaction/1385811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(1-benzyl-4-chloro-2-(4-nitrophenyl)-1H-imidazol-5-yl)methanolHCID 15088539—
SolventChloroformHCID 6212—
Product1-Benzyl-4-chloro-5-(chloromethyl)-2(4-nitrophenyl)-imidazoleHCID 22345725—

Reaction Steps

Thionyl chloride (0.90 ml, 1.48 g, 12.4 mmol) was added dropwise to a stirred suspension of 1-benzyl-4-chloro-5-(hydroxymethyl)-2(4-nitrophenyl)imidazole (18.5 g, 5.4 mmole) in chloroform (15 ml) at room temperature. The brown solution was stirred for 2.5 hours then evaporated to dryness. Toluene (12 ml) was added to the residue and evaporated to dryness. The residue was dissolved in chloroform (20 ml) and used in the next step for introduction of the cyano functional group.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06264914B1
Source datasetuspto-grants-2001_07
ORD IDord-e65ce066a6564e1dbdaa13a395e04ea7
Source noteuspto-grants-2001_07