Reaktion #82091

Reaktionsgleichung

4-bromo-2,5-dichloronitrobenzene

NaHCO3

glycine

→

N-(5-Bromo-4-chloro-2-nitrophenyl)glycine

Lösungsmittel

DMF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe bright orange suspension was then cooled to r.t.
2. 2
   Filtrationfiltered
3. 3
   Waschenwashed with water (1.0 mL)
4. 4
   Sonstigedried under vacuum
5. 5
   Sonstigeto afford
6. 6
   Sonstige0.284 g (98%, based on recovered starting material) of pure title compound as an orange powder

Vorschrift

To a stirred solution of 4-bromo-2,5-dichloronitrobenzene (1.000 g, 3.691 mmol) in DMF (10.0 mL) at 65° C. was added dropwise a solution of NaHCO3 (0.316 g, 3.76 mmol) and glycine (0.280 g, 3.73 mmol, Aldrich, used as received) in water (3.8 mL). The resulting suspension was stirred at 65° C. for 65 h. The bright orange suspension was then cooled to r.t., filtered, washed with water (1.0 mL) and dried under vacuum to afford 0.284 g (98%, based on recovered starting material) of pure title compound as an orange powder; m.p. 264°-265° C. (decomposed); 1H NMR (DMSO-d6): 3.451 (d, 2H, J=3.9 Hz), 7.199 (s, 1H), 8.130 (s, 1H), 8.793 (t, 1H, J=3.6 Hz).

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