Reaktion #1746011

ord-61d7610b1a59439ba7b57cd12990bc4a

Reaktionsgleichung

COc1cc(C=O)c([N+](=O)[O-])cc1OC
6-nitroveratraldehyde
NCCN
ethylenediamine
→
COc1cc(C=C(N)C(N)=Cc2cc(OC)c(OC)cc2[N+](=O)[O-])c([N+](=O)[O-])cc1OC
product
Ausbeute 84.0%
COc1cc(C=C(N)C(N)=Cc2cc(OC)c(OC)cc2[N+](=O)[O-])c([N+](=O)[O-])cc1OC
1,2-Bis(6-Nitroveratrylidene)ethylenediamine
Ausbeute 84.0%

Edukte

COc1cc(C=O)c([N+](=O)[O-])cc1OC
6-nitroveratraldehyde
NCCN
ethylenediamine

Reagenzien

Keine

Lösungsmittel

CCO
ethanol
CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeprecipitated
  2. 2
    workup.ADDITIONEthanol (500 ml) was added
  3. 3
    TemperaturThe suspension was refluxed for 1.5 hrs
  4. 4
    FiltrationThe resulting solid was filtered
  5. 5
    Waschenwashed with ethanol

Vorschrift

A heated suspension of 6-nitroveratraldehyde (168.8 g, 0.8 moles) and 1200 ml of ethanol was treated with ethylenediamine (24 g, 0.4 moles) and 200 ml of ethanol. The mixture was nearly in solution when a solid precipitated. Ethanol (500 ml) was added. The suspension was refluxed for 1.5 hrs. The resulting solid was filtered and washed with ethanol to yield 150 g (84%) of the product.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US03966760uspto-grants-1976_06