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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 23186Erstellt: 23. Oktober 2026

Imidazole → 2-Imidazolyl-4,6-dichloropyrimidine

https://huagongshe.com/de/reaction/23186

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
EduktTriethylamineHCID 8471—
EduktAmmonium ChlorideHCID 25517—
Edukt2,4,5-TrichloropyrimidineHCID 237259—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Imidazolyl-4,6-dichloropyrimidineHCID 22170001—

Reaktionsschritte

Imidazole (9.5 g, 140 mmol) was added in one portion to a solution of trichloropyrimidine (24.7 g, 135 mmol) and triethylamine (30 mL, 216 mmol) in THF (500 mL). After 16 hrs, the reaction mixture was poured into saturated, aqueous ammonium chloride and extracted three times with ethyl acetate. The combined organic layers were washed with brine and dried over MgSO4. The reaction mixture was filtered and all volatiles were removed under reduced pressure. 2-Imidazolyl-4,6-dichloropyrimidine (the compound of formula (VIIIa)) (9.61 g, 33%) was isolated by flash chromatography (20% ethyl acetate in hexane) as an off-white solid. 1H NMR: (CDCl3) δ 7.13 (s,1), 7.25 (s,1), 7.76 (s,1), 8.50 (s, 1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06849739B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-5166686b963f4292b26369a10eef036a
Quellennotizuspto-grants-2005_02