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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582614Generated: October 25, 2026

Imidazole → 1-(5-chloro-2-hydroxyphenyl)-2-(1H-1-imidazolyl)-1-ethanone

https://huagongshe.com/reaction/1582614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactant2-Bromo-5'-chloro-2'-hydroxyacetophenoneHCID 2756885—
SolventDimethylformamideHCID 6228—
Product1-(5-chloro-2-hydroxyphenyl)-2-(1H-1-imidazolyl)-1-ethanoneHCID 1295365582.4%

Reaction Steps

Imidazole (17.9 g, 0.26 mol) was added to a solution of 2-bromo-1-(5-chloro-2-hydroxyphenyl)-1-ethanone [compound (4-1)] (21.8 g, 87.7 mmol) in N,N-dimethylformamide (50 mL), and the resultant mixture was stirred for 17 hours at room temperature. The reaction mixture was added to ice-water, followed by extraction with ethyl acetate. The organic layer was washed with water, and dried over magnesium sulfate. Subsequently, the solvent was removed under reduced pressure. The residue was purified through silica gel column chromatography, followed by drying under reduced pressure, to thereby yield 1-(5-chloro-2-hydroxyphenyl)-2-(1H-1-imidazolyl)-1-ethanone as colorless crystals (17.1 g, yield: 82.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06737434B2
Source datasetuspto-grants-2004_05
ORD IDord-a2e803ce38484b88960817480b1e54ba
Source noteuspto-grants-2004_05