Reaktion #2133093

Reaktionsgleichung

(3-quinoxalin-2-ylphenyl)amine

Et3N

chloroacetyl chloride

→

2-chloro-N-(3-quinoxalin-2-ylphenyl)acetamide

Ausbeute 76.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was evaporated in vacuo
2. 2
   Filtrationfiltered
3. 3
   Sonstigedried
4. 4
   workup.DISSOLUTIONThe solid was dissolved in hot toluene (300 mL)
5. 5
   workup.ADDITIONtreated with silica gel
6. 6
   Filtrationfiltered
7. 7
   workup.WAITleft
8. 8
   Sonstigeto recrystallize

Vorschrift

To a solution of (3-quinoxalin-2-ylphenyl)amine (4.43 g, 20 mmol) and Et3N (3 mL, 22 mmol) in THF (100 mL), chloroacetyl chloride (1.6 mL, 20 mmol) was added dropwise with stirring. The solvent was evaporated in vacuo. The residue was slurred with water, filtered, and dried. The solid was dissolved in hot toluene (300 mL), treated with silica gel, filtered and left to recrystallize to afford 2-chloro-N-(3-quinoxalin-2-ylphenyl)acetamide (4.5 g, 76% yield). LCMS calculated for C16H12ClN3O (M+H): 298.75. found 298.06. 1H-NMR (400 MHz, DMSO-d6) δH: 10.6 (1H, br. s), 9.52 (1H, s), 8.54 (1H, m), 8.20-8.05 (3H, m), 7.90-7.70 (3H, m), 7.62-7.51 (1H, m), 4.31 (2H, s).

Quelle