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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36618Generated: October 29, 2026

Sodium hydride → HCID 14720860, compound

https://huagongshe.com/reaction/36618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1H-Imidazole, 4,5-dichloro-1-(chloromethyl)-HCID 14402692—
Reactant4-(6-Chloro-2-pyridinyloxy)phenolHCID 14673606—
SolventDimethylformamideHCID 6228—
ProductHCID 14720860HCID 1472086080.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

At room temperature (about 20° C.), 4.9 g of 4-(6-chloro-2-pyridinyloxy)-phenol in 40 ml of anhydrous dimethylformamide is dripped into 0.6 g of 100% strength sodium hydride in 20 ml of anhydrous dimethylformamide. The mixture is subsequently stirred for 30 minutes at 50° C, and then 4.2 g of 1-chloromethyl-4,5-dichloroimidazole in 20 ml of anhydrous dimethylformamide is dripped in at room temperature. This mixture is stirred for 2 hours at 60° C. and overnight at room temperature. It is then stirred into 200 ml of ice water and the solution is extracted three times with methyl tert-butyl ether. The organic phase is washed with 5% strength sodium hydroxide solution and water, and dried, and the solvent is evaporated off under reduced pressure. The crude product obtained is recrystallized from toluene. There is obtained 6.6 g of 1-[4-(6-chloro-2-pyridinyloxy)-phenoxymethyl]-4,5-dichloroimidazole: m.p.: 94°-98° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05416100
Source datasetuspto-grants-1995_05
ORD IDord-d32386d5b1104b7c88d677d92e2a3a7a
Source noteuspto-grants-1995_05