Reaktion #1944623

Reaktionsgleichung

1-chloro-2,5-difluoro-4-nitrobenzene

sodium glycinate

→

title compound

Ausbeute 64.0%

N-(5'-chloro-4'-fluoro-2'-nitrophenyl)glycine sodium salt

Ausbeute 64.0%

Lösungsmittel

ethanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting suspension was refluxed for 60 h
2. 2
   Filtrationthe precipitated bright orange solid was filtered
3. 3
   Waschenwashed with cold ethanol (5 mL)
4. 4
   Sonstigedried under vacuum

Vorschrift

To a stirred solution of 1-chloro-2,5-difluoro-4-nitrobenzene (0.825 g, 4.26 mmol) in ethanol (8.0 mL), was added a solution of sodium glycinate (0.415 g, 4.27 mmol) in water (1.5 mL). The resulting suspension was refluxed for 60 h. The solution was cooled to room temperature and the precipitated bright orange solid was filtered, washed with cold ethanol (5 mL), and dried under vacuum to give 0.673 g (64%) title compound as a bright orange powder; 1H NMR (DMSO-d6) δ 3.50 (d, 2H, J=3.6 Hz), 7.04 (d, 1H, J=6.6 Hz), 8.01 (d, 1H J=9.9 Hz), 8.74 (s, 1H). The unreacted 1-chloro-2,5-difluoro-4-nitrobenzene was recovered almost quantitatively from the filtrate.

Quelle