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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581954Generated: November 3, 2026

Imidazole → 4-Chloro-6-(1H-imidazol-1-yl)pyrimidine

https://huagongshe.com/reaction/581954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantPotassium CarbonateHCID 11430—
Reactant4,6-DichloropyrimidineHCID 70943—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4-Chloro-6-(1H-imidazol-1-yl)pyrimidineHCID 275761267.2%

Reaction Steps

A mixture of 4,6-dichloropyrimidine (5 g, 33.56 mmol), imidazole (2.28 g, 33.56 mmol) and potassium carbonate (4.63 g, 33.56 mmol) in DMF (50 ml) is stirred at room temperature over night. The mixture is diluted with four volumes of water and extracted with dichloromethane. The organic extract is concentrated under reduced pressure and eluted through silica gel with a mixture of ethyl acetate and methanol (9:1). Evaporation of solvent and trituration of the residue with a mixture of diethyl ether and petroleum ether (1:1) leaves 15b (4.07 g, 67%). Mp 198-200° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922724
Source datasetuspto-grants-1999_07
ORD IDord-d8e70efc20384575b75fc991697afd85
Source noteuspto-grants-1999_07