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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23183Generated: October 26, 2026

Imidazole → 2-Imidazolyl-4,6-dichloropyrimidine

https://huagongshe.com/reaction/23183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantTriethylamineHCID 8471—
ReactantAmmonium ChlorideHCID 25517—
Reactant2,4,5-TrichloropyrimidineHCID 237259—
SolventTetrahydrofuranHCID 8028—
Product2-Imidazolyl-4,6-dichloropyrimidineHCID 22170001—

Reaction Steps

One equivalent of imidazole is added in one portion to a solution of one equivalent of trichloropyrimidine and 1.5 equivs of triethylamine in THF. After reaction is complete, the reaction mixture is poured into saturated, aqueous ammonium chloride and extracted three times with ethyl acetate. The combined organic layers are washed with brine and dried. The reaction mixture is filtered and all volatiles removed under reduced pressure. The product, 2-imidazolyl-4,6-dichloropyrimidine (the compound of formula (VIIIa)) is isolated by flash chromatography (20% ethyl acetate in hexane) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06849739B2
Source datasetuspto-grants-2005_02
ORD IDord-e92879e3496d4112afd23c6d1dc6781a
Source noteuspto-grants-2005_02