Ethanol → 1-(1-Methyl-2-nitro-1H-imidazol-5-yl)ethane-1,2-diol

HRID 1288026

Reaktionsgleichung

Reaktionsgleichung von HRID 1288026
[CH3:1][N:2]1[C:6](C=C)=[CH:5][N:4]=[C:3]1[N+:9]([O-:11])=[O:10].[CH2:12]([OH:14])[CH3:13].[O-:15][Mn](=O)(=O)=O.[K+]>O>[CH3:1][N:2]1[C:6]([CH:13]([OH:15])[CH2:12][OH:14])=[CH:5][N:4]=[C:3]1[N+:9]([O-:11])=[O:10]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 932151-ME-2-NO2-5-Vinyl imidazoleHCID 516875Potassium Permanganate

Produkt 1

HCID 232737231-(1-Methyl-2-nitro-1H-imidazol-5-yl)ethane-1,2-diol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 6.2 g. of 1-methyl-2-nitro-5-vinylimidazole in 570 ml. of ethanol cooled to about -10° C., a solution of 5.46 g. of KMnO4 and 8.85 g. of MgSO4.7H2O in 750 ml. of H2O is added with stirring. The reaction mixture is filtered through Celite and washed with ethanol. The filtrate is concentrated to dryness under vacuum at 50° C., and the residue is taken up with acetone. The resulting solution is filtered and concentrated to dryness under vacuum. The resulting solid is crystallized from methyl ethyl ketone. Yield 3.15 g. (41.6%), m.p. 119°-121° C.

Aufarbeitung

  1. filtrationThe reaction mixture is filtered through Celite
  2. washwashed with ethanol
  3. concentrationThe filtrate is concentrated to dryness under vacuum at 50° C.
  4. filtrationThe resulting solution is filtered
  5. concentrationconcentrated to dryness under vacuum
  6. customThe resulting solid is crystallized from methyl ethyl ketone

Quellen und Nachweise

ORD-Eintrag
ord-2deb680f90ff42e3ad9e05b5bf803237
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03987053

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