HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanesulfonyl chloride → N-(3-chloro-4-cyanophenyl)methanesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanesulfonyl chloride | HCID 31297 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4-Amino-2-chlorobenzonitrile | HCID 88728 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(3-chloro-4-cyanophenyl)methanesulfonamide | HCID 669685 | — |
Reaktionsschritte
To a stirred solution of 4-amino-2-chlorobenzonitrile (5.02 g, 32.9 mmol) in dichloromethane (80 mL) was added N,N-diisopropylethylamine (17.0 mL, 97.8 mmol) and methanesulfonyl chloride (3.0 mL, 38.8 mmol) at −78° C. The reaction was then allowed to warm to room temperature slowly. After stirring at room temperature for 12 h, the reaction was quenched with 1 N hydrochloric acid. The organic phase was concentrated in vacuo and the residue was purified by flash chromatography (silica gel, 50:50 hexanes/ethyl acetate) to give the desired product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07687492B2 |
| Quelldatensatz | uspto-grants-2010_03 |
| ORD ID | ord-e2b8e8572112476fb1d7d958a2cd6615 |
| Quellennotiz | uspto-grants-2010_03 |