Reaktion #4328

ord-617bfdd769eb46abb48d202834543d87

Reaktionsgleichung

CC(=O)O
acetic acid
O=N[O-].[Na+]
sodium nitrite
O=S(=O)(Nc1cc(Br)ccc1Br)c1ccccc1
2,5-dibromo-N-benzenesulphonylaniline
O=[N+]([O-])O
nitric acid
O=[N+]([O-])c1cc(Br)c(NS(=O)(=O)c2ccccc2)cc1Br
2,5-dibromo-4-nitro-N-benzenesulphonylaniline

Lösungsmittel

Reaktionsbedingungen

Temperatur
90°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONare added
  2. 2
    TemperaturThe reaction mixture, cooled beforehand
  3. 3
    Sonstigethe expected product precipitates
  4. 4
    FiltrationIt is filtered off
  5. 5
    Waschenwashed to neutrality
  6. 6
    Sonstigerecrystallized from acetic acid

Vorschrift

To 250 ml of acetic acid, diluted with 130 ml of water, are added: 1.5 g of sodium nitrite, 0.13 mole of 2,5-dibromo-N-benzenesulphonylaniline prepared in the previous stage and 0.78 mole (32.5 ml) of nitric acid (d=1.52). The reaction mixture is heated for 1 hour at 90° C. The reaction mixture, cooled beforehand, is poured onto 1 kg of ice and the expected product precipitates. It is filtered off, washed to neutrality and then recrystallized from acetic acid; it melts at 148° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04725283uspto-grants-1988_02