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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714633Generated: October 30, 2026

Triethylamine → 2-(Chloromethyl)-1-(2,6-dichlorobenzyl)-4-nitro-1H-imidazole

https://huagongshe.com/reaction/714633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantThionyl ChlorideHCID 24386—
Reactant[1-(2,6-Dichlorobenzyl)-4-nitro-1H-imidazol-2-yl]methanolHCID 67410386—
SolventDichloromethaneHCID 6344—
Product2-(Chloromethyl)-1-(2,6-dichlorobenzyl)-4-nitro-1H-imidazoleHCID 67409929—

Reaction Steps

210 mg (0.70 mmol) of the compound from Example 37A were dissolved in 10 ml of dichloromethane, and 145 μl (1.04 mmol) of triethylamine and 61 μl (0.83 mmol) of thionyl chloride were added at 0° C. The mixture was stirred at RT for 24 h. A further 200 μl (2.72 mmol) of thionyl chloride were then added, and the mixture was stirred under reflux for 15 min. Under reduced pressure, the reaction mixture was then freed from all volatile components. This gave, in a purity of 88%, 200 mg (80% of theory) of the target compound, which was reacted further without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187466B2
Source datasetuspto-grants-2015_11
ORD IDord-7ca9cbf52d864006b20986c798521ac7
Source noteuspto-grants-2015_11