Reaktion #3029

ord-5971a4af9d3748bbb69b7eae2a504585

Reaktionsgleichung

O=[N+]([O-])c1ccc(Cl)c([N+](=O)[O-])c1
1-chloro-2,4-dinitrobenzene
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC
dioctadecylamine
CN(C)C=O
dimethylformamide
CCCCCCCCCCCCCCCCCCN(CCCCCCCCCCCCCCCCCC)c1ccc([N+](=O)[O-])cc1[N+](=O)[O-]
N,N-dioctadecyl-2,4-dinitrobenzenamine
Ausbeute 87.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated to 80°-90° C. under a nitrogen atmosphere for 1 h
  2. 2
    Extraktionextracted with ether
  3. 3
    WaschenThe extracts were washed with water
  4. 4
    Trocknendried over magnesium sulfate
  5. 5
    SonstigeThe solvent was removed
  6. 6
    Sonstigethe solid recrystallized

Vorschrift

A mixture of 1-chloro-2,4-dinitrobenzene (Aldrich, 2.02 g, 10 mmol), sodium carbonate (1.27 g, 12 mmol), dioctadecylamine (Pfaltz & Bauer, 6.26 g, 12 mmol) and dry dimethylformamide (10 mL) was heated to 80°-90° C. under a nitrogen atmosphere for 1 h. The cooled mixture was diluted with water and extracted with ether. The extracts were washed with water and dried over magnesium sulfate. The solvent was removed and the solid recrystallized to give N,N-dioctadecyl-2,4-dinitrobenzenamine (6.0 g, 87%): mp 55.5°-57.5° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05731405uspto-grants-1998_03