Water → N-allyl-5-azaisatin

HRID 215791Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 215791
[CH2:1]([N:4]1[C:10](=O)[O:9][C:7](=[O:8])[C:6]2=[CH:12][N:13]=[CH:14][CH:15]=[C:5]12)[CH:2]=[CH2:3].[C-]#N.[K+].O>CN(C=O)C>[CH2:1]([N:4]1[C:5]2[C:6](=[CH:12][N:13]=[CH:14][CH:15]=2)[C:7](=[O:8])[C:10]1=[O:9])[CH:2]=[CH2:3]

Komponenten

5

Edukt 3

HCID 962WaterHCID 9032Potassium CyanideHCID 86595201N-allyl-5-azaisatoic anhydride

Produkt 1

HCID 19390720N-allyl-5-azaisatin

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A solution of N-allyl-5-azaisatoic anhydride (20 mmol) in DMF is added dropwise to a suspension of pulverized potassium cyanide (21 mmol) in DMF at 100° C. The reaction mixture is stirred at 100° C. for an additional 5 min after which time the mixture is poured into cold water and extracted with ether. The organic layer is dried (Na2SO4), filtered and the solvent is removed. Stirring the resulting residue in 2N hydrochloric acid overnight and adjusting the pH to 7 gives, upon filtration, N-allyl-5-azaisatin.

Aufarbeitung

  1. extractionextracted with ether
  2. dry with materialThe organic layer is dried (Na2SO4)
  3. filtrationfiltered
  4. customthe solvent is removed
  5. stirringStirring the resulting residue in 2N hydrochloric acid overnight

Quellen und Nachweise

ORD-Eintrag
ord-73d14aadc710400d916cae8a91c7e0a6
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193185B2

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