Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375895Generated: October 31, 2026

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

https://huagongshe.com/reaction/1375895

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 numberUS07169789B2
Source datasetuspto-grants-2007_01
ORD IDord-1450de9ce5c54fc98c402b18cbfe448e
Source noteuspto-grants-2007_01