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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959997Generated: October 25, 2026

Imidazole → 1-(4-Chlorophenyl)-1H-imidazole

https://huagongshe.com/reaction/1959997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantWaterHCID 962—
ReactantBenzene, 1-chloro-4-fluoro-HCID 9604—
ReactantSodium hydrideHCID 24758—
SolventDimethylformamideHCID 6228—
Product1-(4-Chlorophenyl)-1H-imidazoleHCID 142859—

Reaction Conditions

Temperature130 °C

Reaction Steps

1-Chloro-4-fluorobenzene (16.3 g, 124 mmol) and imidazole (5.0 g, 73.4 mmol) are dissolved in N,N-dimethylformamide (30 ml) and admixed while stirring with sodium hydride (60% strength in mineral oil; 3.82 g, 95.4 mmol) and then heated at 130° C. for 5 hours. After cooling, the reaction mixture is slowly poured into water. The precipitate formed is subsequently filtered off, washed with petroleum ether and subsequently dried under reduced pressure. This gives 10.3 g of 1-(4-chlorophenyl)imidazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410280B2
Source datasetuspto-grants-2013_04
ORD IDord-bb0ef33ffcb1411ba48a5a8ec7efc970
Source noteuspto-grants-2013_04