HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → N-Methyl-3-(3-chloropropoxy)benzene Sulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 3-Chloropropyl p-toluenesulfonate | HCID 69434 | — |
| Edukt | 3-Hydroxy-N-methylbenzenesulfonamide | HCID 20621554 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-Methyl-3-(3-chloropropoxy)benzene Sulfonamide | HCID 69252089 | — |
Reaktionsschritte
N-Methyl-3-hydroxybenzene sulfonamide (175 mg, 0.94 mmole) in 15 mL of DMF was treated with Cs2CO3 (305 mg, 0.94 mmole), and stirred for 45 minutes. A solution of 3-Chloro-1-propanol tosylate (223 mg, 0.90 mmole) in 3 mL of DMF was added. The reaction was heated at 55° for 3 hours, and stirred at 23° for 16 hours. The reaction was diluted with H2O and extracted with Et2O. The extracts were washed with H2O, dried and the solvent removed. The residue was chromatographed on a silica gel column, and elution with 30% EtOAc in hexane gave the titled product, 75 mg (30%). MS (ESI) 264 (MH+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07365085B2 |
| Quelldatensatz | uspto-grants-2008_04 |
| ORD ID | ord-378f8a02d68248ec90db99238c81243b |
| Quellennotiz | uspto-grants-2008_04 |