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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853219Generated: October 30, 2026

4-Nitrophenol → 4-Chloro-6-(4-nitrophenoxy)pyrimidine

https://huagongshe.com/reaction/853219

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrophenolHCID 980—
ReactantSodium hydrideHCID 24758—
Reactant4,6-DichloropyrimidineHCID 70943—
SolventSodium chloride; waterHCID 57417360—
Product4-Chloro-6-(4-nitrophenoxy)pyrimidineHCID 1436385055.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

After adding 4,6-dichloropyrimidine (750 mg) to a suspension of 4-nitrophenol (700 mg) and sodium hydride (60%) (200 mg) indimethylformamide (13 ml) at 0° C., the mixture was heated and stirred at 80° C. for 1.5 hours. The reaction solution was poured into saturated brine and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate and then concentrated. The obtained residue was passed through an NH silica gel column (Fuji Silysia Chemical), eluted with a solvent (ethyl acetate-hexane=1–4) and concentrated to obtain 700 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253286B2
Source datasetuspto-grants-2007_08
ORD IDord-9b74e88f82ed460293482912fca987b4
Source noteuspto-grants-2007_08