HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,4,6-Trifluorobenzenesulfonyl chloride → 2,4,6-Trifluoro-N-[2,2,2-trifluoro-1-(1H-indol-3-ylmethyl)ethyl]benzenesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,4,6-Trifluorobenzenesulfonyl chloride | HCID 2776983 | — |
| Edukt | 1,1,1-trifluoro-3-(1H-indol-3-yl)propan-2-amine | HCID 53988436 | — |
| Lösungsmittel | Hydrochloric Acid | HCID 313 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 2,4,6-Trifluoro-N-[2,2,2-trifluoro-1-(1H-indol-3-ylmethyl)ethyl]benzenesulfonamide | HCID 57473931 | 21,5% |
Reaktionsschritte
A mixture of 100 mg (0.44 mmol) of 2,2,2-trifluoro-1-(1H-indol-3-ylmethyl)ethylamine and 101 mg (0.44 mmol) of 2,4,6-trifluorobenzenesulfonyl chloride in 8 mL of pyridine was stirred at room temperature for 2 hours, and warmed at 70° C. for 18 hours. The mixture was then cooled to room temperature and diluted with 1 N aqueous HCl until acidic and extracted with ethyl acetate. The combined organic layers was washed with 1 N aqueous HCl, saturated aqueous sodium bicarbonate solution, and brine, dried over sodium sulfate, decanted, and concentrated in vacuo. The crude material was crystallized from ether-hexanes to afford 40 mg (21%) of the title compound as a colorless powder. MS: m/z 423 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07635711B2 |
| Quelldatensatz | uspto-grants-2009_12 |
| ORD ID | ord-5924dd2054e142daa40287621cf2469e |
| Quellennotiz | uspto-grants-2009_12 |