Reacción #3029

ord-5971a4af9d3748bbb69b7eae2a504585

Ecuación de reacción

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
Rendimiento 87.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas heated to 80°-90° C. under a nitrogen atmosphere for 1 h
  2. 2
    Extracciónextracted with ether
  3. 3
    LavadoThe extracts were washed with water
  4. 4
    Secadodried over magnesium sulfate
  5. 5
    OtroThe solvent was removed
  6. 6
    Otrothe solid recrystallized

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05731405uspto-grants-1998_03