Methanol, (methylnitramino)- → Bis(2-nitro-2-azapropyl) ether

HRID 2081921

Reaktionsgleichung

Reaktionsgleichung von HRID 2081921
[OH:1][CH2:2][N:3]([N+:5]([O-:7])=[O:6])[CH3:4].FC(F)(F)C(O[CH2:13][N:14]([N+:16]([O-:18])=[O:17])[CH3:15])=O>C(#N)C>[N+:5]([N:3]([CH3:4])[CH2:2][O:1][CH2:13][N:14]([N+:16]([O-:18])=[O:17])[CH3:15])([O-:7])=[O:6]

Komponenten

4

Edukt 2

HCID 119262Methanol, (methylnitramino)-HCID 13352131Acetic acid, trifluoro-, (methylnitroamino)methyl ester

Produkt 1

HCID 13352138Bis(2-nitro-2-azapropyl) ether

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1-Hydroxy-2-nitro-2-azapropane (0.52 g, 4.9 mmol) and acetonitrile (0.5 ml) were stirred under nitrogen at -20° C. as 2-nitro-2-azapropyl trifluoroacetate (1.09 g, 5.4 mmol) was added in one portion. The reaction flask was immediately connected to a vacuum pump and brought to 1-2 mm during several minutes. The reaction temperature was allowed to warm to ambient during 21/2 hours, a precipitate forming at about 10° C. After stirring an additional 11/2 hours, the vacuum was removed and cold ether (5 ml) was stirred with the solid mass 5 minutes before filtering bis(2-nitro-2-azapropyl) ether; yield: 0.83 g (87%); m.p. 30°-38.5° C. Recrystallization from ether gave bis(2-nitro-2-azapropyl) ether; yield: 0.55 g (58%); m.p. 38°-41° C. The analytical sample melted at 40.6°-42° C.

Aufarbeitung

  1. additionwas added in one portion
  2. waitbrought to 1-2 mm during several minutes
  3. temperatureto warm
  4. custom2 hours
  5. customa precipitate forming at about 10° C
  6. customthe vacuum was removed
  7. stirringcold ether (5 ml) was stirred with the solid mass 5 minutes
  8. filtrationbefore filtering bis(2-nitro-2-azapropyl) ether
  9. customRecrystallization from ether

Quellen und Nachweise

ORD-Eintrag
ord-0b0b11a992a140cbb44f0b876c37e221
Quelldatensatz
uspto-grants-1993_02
Patentnummer
US05186770

Verknüpfte Notizen

Wird geladen…