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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4,6-Dichloro-5-(4-methylphenyl)pyrimidine | HCID 21979554 | — |
| Edukt | 4-(2-Acetoxy-1,1-dimethylethyl)benzenesulfonamide | HCID 22461010 | — |
| Katalysator | 4-(2-Acetoxy-1,1-dimethylethyl)benzenesulfonamide | HCID 22461010 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 4-(2-acetoxy-1,1-dimethylethyl)-N-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yl}benzenesulfonamide | HCID 22461011 | 75,5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06395741B1 |
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| Quelldatensatz | uspto-grants-2002_05 |
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| ORD ID | ord-0d105f583d0448929654425cb9de6ca0 |
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| Quellennotiz | uspto-grants-2002_05 |
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