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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2296995Erstellt: 26. Oktober 2026

Hydrochloric Acid → 4-(3-Bromophenyl)pyrimidine

https://huagongshe.com/reaction/2296995

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktFormamideHCID 713—
Eduktp-Toluenesulfonic acidHCID 6101—
EduktSodium HydroxideHCID 14798—
Edukt3'-BromoacetophenoneHCID 16502—
EduktN,N',N''-MethylidynetrisformamideHCID 78505—
Produkt4-(3-Bromophenyl)pyrimidineHCID 330151217,7%

Reaktionsbedingungen

Temperatur160 °C

Reaktionsschritte

A mixture of 9.0 g (59.9 mmol) of 3-bromoacetophenone, 17.1 g (118 mmol) of N,N′,N″-methylidynetrisformamide, 0.57 g (3.0 mmol) of p-toluenesulfonic acid and 27 g of formamide was stirred at 160° C. for 2 hours. After the reaction mixture was cooled to room temperature, a 5% aqueous solution of caustic soda was added thereto, and the mixture was adjusted to pH 4 with a 5% aqueous hydrochloric acid and extracted with ethyl acetate. The organic layer was washed successively with a saturated aqueous solution of ammonium chloride and saturated brine, then dried and concentrated. The resultant solid residue was recrystallized from a mixture ethanol:water=1:2 to obtain 2.49 g of 4-(3-bromophenyl)pyrimidine.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06489487B1
Quelldatensatzuspto-grants-2002_12
ORD IDord-558a4413c67e4a34a1ddc97ef61bc1d6
Quellennotizuspto-grants-2002_12