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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008456Generated: November 1, 2026

Imidazole → 1-(3-chloropropyl)-1H-imidazole

https://huagongshe.com/reaction/1008456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantSodium HydroxideHCID 14798—
CatalystTetrabutylammonium IodideHCID 67553—
SolventAcetoneHCID 180—
Product1-(3-chloropropyl)-1H-imidazoleHCID 15753675—

Reaction Conditions

Temperature50 °C

Reaction Steps

Imidazole (680 mg), 1-bromo-3-chloropropane (0.79 ml), tetrabutylammonium iodide (10 mg), and a 3 M aqueous sodium hydroxide solution (1 ml) were dissolved in acetone (10 ml), and the solution was stirred at 50° C. for 18 hr. Water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography by development with chloroform to give an intermediate (1-(3-chloropropyl)-1H-imidazole, 525 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-1b9c246eef2044778fb55ead30f76838
Source noteuspto-grants-2004_09