HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 4-(Biphenyl-2-yloxy)-3-cyanobenzenesulfonyl chloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Sodium Hypochlorite | HCID 23665760 | — |
| Edukt | 5-Benzylsulfamyl-2-(biphenyl-2-yloxy)-benzonitrile | HCID 66905456 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-(Biphenyl-2-yloxy)-3-cyanobenzenesulfonyl chloride | HCID 59436506 | — |
Reaktionsschritte
A mixture of 5-benzylsulfamyl-2-(biphenyl-2-yloxy)-benzonitrile (Preparation 56, 6.06 g, 15.4 mmol), dichloromethane and aq HCl was stirred vigorously with cooling (ice bath). Sodium hypochlorite was added dropwise over 30 minutes and stirring continued with cooling for 1 hour. The layers were separated, the aqueous extracted with dichloromethane (2×100 ml), and the organic collected, dried (MgSO4) and concentrated in vacuo. The residue was purified using silica gel column chromatography (ethyl acetate:Heptane 10/90 to 20/80) to furnish 4.58 g of the title compound. 1HNMR (CDCl3): δ 6.7 (m, 1H), 7.2-7.6 (m, 9H), 7.85 (m, 1H), 8.15 (m, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541588B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-3ec879e18afb4ac9b07b7d7538aaf8b3 |
| Quellennotiz | uspto-grants-2013_09 |