HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N-bromobutanimide → N-[5-bromo-6-(2-hydroxyethoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N-bromobutanimide | HCID 67184 | — |
| Edukt | 4-tert-butyl-N-[6-(2-hydroxyethoxy)pyrimidin-4-yl)benzenesulfonamide | HCID 11783102 | — |
| Edukt | Sodium Bisulfite | HCID 23665763 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-[5-bromo-6-(2-hydroxyethoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide | HCID 11026374 | 65,7% |
Reaktionsschritte
To a solution of 4-tert-butyl-N-[6-(2-hydroxyethoxy)pyrimidin-4-yl)benzenesulfonamide (210 mg) in dimethylformamide (4 ml) is added N-bromosuccinimide (116 mg), and the mixture is stirred at room temperature for one hour. The mixture is treated with aqueous sodium hydrogen sulfite solution, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; chloroform/methanol=40:1), and recrystallized from hexane/ethyl acetate to give N-[5-bromo-6-(2-hydroxyethoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide (169 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05728706 |
| Quelldatensatz | uspto-grants-1998_03 |
| ORD ID | ord-da9e15d8493a44cfbbae58022cf084ac |
| Quellennotiz | uspto-grants-1998_03 |