Reaktion #533861

Reaktionsgleichung

N-(3-chloroquinoxalin-2-yl)benzenesulfonamide

4-fluoroaniline

dimethylacetamide

→

N-(3-(4-fluorophenylamino)quinoxalin-2-yl)benzenesulfonamide

Ausbeute 62.0%

Lösungsmittel

Methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA CEM microwave reaction vessel
2. 2
   Sonstigeprepared
3. 3
   SonstigeThe vessel was sealed
4. 4
   Sonstigeprecipitated out of the solution
5. 5
   FiltrationFiltration

Vorschrift

A CEM microwave reaction vessel was charged with N-(3-chloroquinoxalin-2-yl)benzenesulfonamide (52 mg, 0.16 mmol), prepared using procedures similar to those described in the above step, 4-fluoroaniline (36 mg, 0.32 mmol), and 0.8 mL of dimethylacetamide. The vessel was sealed and the reaction mixture was heated under microwave radiation for 25 m at 120° C. in a CEM Discover microwave instrument. Methanol (1 mL) was added to the reaction mixture and after 20 minutes the product precipitated out of the solution. Filtration yielded N-(3-(4-fluorophenylamino)quinoxalin-2-yl)benzenesulfonamide (39 mg, 62%). 1H-NMR (400 MHz, do-DMSO): δ 12.30 (s, 1H), 9.11 (s, 1H), 8.16-8.10 (d, 2H), 8.02-7.90 (m, 3H), 7.68-7.58 (m, 3H), 7.55-7.51 (m, 1H), 7.41-7.32 (m, 2H), 7.25-7.16 (m, 2H); MS (EI) m/z C20H15FN4O2S: 395.0 (MH+).

Quelle