HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 2-Phenyl-ethenesulfonic acid 4-chloro-2-fluoro-benzoylamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Water | HCID 962 | — |
| Edukt | 2-Phenylethenesulfonamide | HCID 257501 | — |
| Edukt | 4-Chloro-2-fluorobenzoyl chloride | HCID 2773601 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2-Phenyl-ethenesulfonic acid 4-chloro-2-fluoro-benzoylamide | HCID 69116966 | 79,6% |
Reaktionsschritte
To a solution of 2-phenyl-ethenesulfonic acid amide (500 mg, 2.7 mmol) in dioxane (25 ml) sodium hydride (197 mg, 55% dispersion in mineral oil) were added and the mixture was stirred at room temperature for 30 minutes. 4-Chloro-2-fluoro-benzoyl chloride (527 mg, 2.7 mmol) were added and the mixture was stirred at room temperature overnight. After addition of water (50 ml) the pH was adjusted to 7 with 1 N HCl and the mixture was extracted with ethyl acetate (3 times 50 ml). The combined organic phases were dried over Na2SO4 and concentrated in vacuo. Preparative HPLC (RP18, methanol-water-gradient) returned the title compound (730 mg, 79% yield) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07208526B2 |
| Quelldatensatz | uspto-grants-2007_04 |
| ORD ID | ord-17b7baa4b60f45e5925d19bf52b262d1 |
| Quellennotiz | uspto-grants-2007_04 |