HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-amino-N-methylbenzene-1-sulfonamide → 4-(3-bromo-6-chloroimidazo[1,2-b]pyridazin-8-ylamino)-N-methylbenzenesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-amino-N-methylbenzene-1-sulfonamide | HCID 74368 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | 3,8-Dibromo-6-chloroimidazo[1,2-b]pyridazine | HCID 44630723 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-(3-bromo-6-chloroimidazo[1,2-b]pyridazin-8-ylamino)-N-methylbenzenesulfonamide | HCID 86618526 | 55,3% |
Reaktionsbedingungen
| Temperatur | 25 °C |
|---|
Reaktionsschritte
In a 100 ml round bottom flask was added 3,8-dibromo-6-chloroimidazo[1,2-b]pyridazine (0.122 g, 0.391 mmol) from Example XXIV, step (1a), 4-amino-N-methylbenzenesulfonamide (0.080 g, 0.430 mmol), and THF (3.9 ml, 0.1 M). Potassium tert-butoxide (0.976 mL, 0.976 mmol) was added drop-wise and the reaction was stirred at 25° C. overnight. The mixture was concentrated and diluted with ethyl acetate and water. The layers were separated and the organic was washed water (20 ml), then brine (10 ml), dried over Na2SO4, filtered and concentrated to provide 4-(3-bromo-6-chloroimidazo[1,2-b]pyridazin-8-ylamino)-N-methylbenzenesulfonamide (0.090 g, 55.3% yield) as a brownish solid. m/z=(417, M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07723336B2 |
| Quelldatensatz | uspto-grants-2010_05 |
| ORD ID | ord-b65bd2ea9b3646b7825958745e902b29 |
| Quellennotiz | uspto-grants-2010_05 |