Dimethylformamide dimethyl acetal → 4-[[(Dimethylamino)methylene]amino]-3-pyridinol

HRID 361324

Reaktionsgleichung

Reaktionsgleichung von HRID 361324
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[OH:8].CO[CH:11](OC)[N:12]([CH3:14])[CH3:13]>>[CH3:11][N:12]([CH:14]=[N:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[OH:8])[CH3:13]

Komponenten

3

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 27624194-Amino-3-hydroxypyridine

Produkt 1

HCID 153809294-[[(Dimethylamino)methylene]amino]-3-pyridinol

Versuchsvorschrift

A solution prepared from of 4-amino-3-pyridinol (1.10 g) and 10 ml of N,N-dimethylformamide dimethyl acetal was refluxed for 30 minutes. At the end of this time, the reaction mixture was concentrated under reduced pressure and the residue was passed over a short column of florisil, eluting with 5% methanol/ethyl acetate. The eluate was concentrated and the residue and recrystallized from ethyl acetate/pentane to afford 0.91 g of analytically pure product, m.p. 121°-123°.

Aufarbeitung

  1. temperaturewas refluxed for 30 minutes
  2. concentrationAt the end of this time, the reaction mixture was concentrated under reduced pressure
  3. washeluting with 5% methanol/ethyl acetate
  4. concentrationThe eluate was concentrated
  5. customthe residue and recrystallized from ethyl acetate/pentane
  6. customto afford 0.91 g of analytically pure product, m.p. 121°-123°

Quellen und Nachweise

ORD-Eintrag
ord-cebe0e5bf9454891ba97a60fa4745ab8
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05866565

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