Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1937413Erstellt: 26. Oktober 2026

Hydrochloric Acid → 4-(2-acetoxy-1,1-dimethylethyl)-N-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yl}benzenesulfonamide

https://huagongshe.com/reaction/1937413

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPotassium CarbonateHCID 11430—
Edukt4,6-Dichloro-5-(4-methylphenyl)pyrimidineHCID 21979554—
Edukt4-(2-Acetoxy-1,1-dimethylethyl)benzenesulfonamideHCID 22461010—
Katalysator4-(2-Acetoxy-1,1-dimethylethyl)benzenesulfonamideHCID 22461010—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt4-(2-acetoxy-1,1-dimethylethyl)-N-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yl}benzenesulfonamideHCID 2246101175,5%

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

A mixture of 4,6-dichloro-5-(4-methylphenyl)pyrimidine (10.0 g), 4-(2-acetoxy-1,1-dimethylethyl)benzenesulfonamide (11.58 g), potassium carbonate (14.45 g) and dimethyl-sulfoxide (50 ml) is stirred at 75° C. (bulk temperature) for 3 hours, and thereto is further added 4-(2-acetoxy-1,1-dimethylethyl)benzenesulfonamide (0.34 g). The mixture is stirred at 70-75° C. for 1.5 hour, and the reaction mixture is cooled, and poured into a mixture of ice (100 g) and conc. hydrochloric acid (60 ml). The mixture is extracted with ethyl acetate, and the organic layer is washed, dried, and concentrated under reduced pressure. The residue is crystallized from a mixture of ethyl acetate and diisopropyl ether to give 4-(2-acetoxy-1,1-dimethylethyl)-N-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yl}benzenesulfonamide (14.97 g) as colorless needles.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06395741B1
Quelldatensatzuspto-grants-2002_05
ORD IDord-0d105f583d0448929654425cb9de6ca0
Quellennotizuspto-grants-2002_05