Reaktion #4852

ord-a92e3cb04a4c44e3b5b26d5940e91aac

Reaktionsgleichung

N
ammonia
O=[N+]([O-])c1cc2c(c([N+](=O)[O-])c1)OCC2
2,3-dihydro-5,7-dinitrobenzofuran
N
ammonia
→
Nc1c(CCO)cc([N+](=O)[O-])cc1[N+](=O)[O-]
2-(2-amino-3,5-dinitrophenyl)ethanol

Edukte

N
ammonia
O=[N+]([O-])c1cc2c(c([N+](=O)[O-])c1)OCC2
2,3-dihydro-5,7-dinitrobenzofuran
—
[ 12 ]
N
ammonia

Reagenzien

Keine

Lösungsmittel

NC=O
formamide

Reaktionsbedingungen

Temperatur
110°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturHeating
  2. 2
    Temperaturis maintained for 4 hours
  3. 3
    TemperaturWhen the reaction medium is cooled
  4. 4
    Sonstigethe expected product precipitates

Vorschrift

0.17 Mole (35.7 g) of 2,3-dihydro-5,7-dinitrobenzofuran, prepared according to Chatelus Ann. Chim. [12], 4,505-547 (1949), is suspended in 350 ml of 20% strength ammonia solution and 220 ml of formamide. After 8 hours' heating at 110° C., a further 100 ml of 20% strength ammonia solution are added. Heating is maintained for 4 hours. When the reaction medium is cooled, the expected product precipitates.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04727192uspto-grants-1988_02