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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350588Generated: October 31, 2026

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

https://huagongshe.com/reaction/350588

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 numberUS07182934B2
Source datasetuspto-grants-2007_02
ORD IDord-98450f44a4e04d97a803e3126fb0bc9e
Source noteuspto-grants-2007_02