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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185359Generated: October 30, 2026

Imidazole → 1-(4-Bromo-2-methyl-benzyl)-1H-imidazole

https://huagongshe.com/reaction/2185359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantSodium hydrideHCID 24758—
Reactant4-Bromo-1-(bromomethyl)-2-methylbenzeneHCID 22569018—
SolventDimethylformamideHCID 6228—
Product1-(4-Bromo-2-methyl-benzyl)-1H-imidazoleHCID 22568822—

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of imidazole (58.0 mg, 0.86 mmol) in 3 mL DMF was treated with NaH (20.0 mg, 0.86 mmol) and heated to 90° C. After 1 h a solution of 4-bromo-1-bromomethyl-2-methyl-benzene (Intermediate 138, 190.0 mg, 0.72 mmol) in 3 mL DMF was added and stirring at 90° C. continued for 1 hour. The solution was cooled to room temperature and concentrated under reduced pressure. The title compound, 160.0 mg (88%) was isolated by column chromatography (5% MeOH-EtOAc) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399774B1
Source datasetuspto-grants-2002_06
ORD IDord-b5a549b178f14e9c89eeee3b7bce1671
Source noteuspto-grants-2002_06