Water → Indirubin-3'-monoxime

HRID 2170830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2170830
[CH:1]1[CH:2]=[CH:3][C:4]2[NH:9][C:8]([OH:10])=[C:7]([C:11]3[C:19](=O)[C:18]4[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=4[N:12]=3)[C:5]=2[CH:6]=1.[Cl-].[OH:22][NH3+:23].O>N1C=CC=CC=1>[CH:1]1[CH:2]=[CH:3][C:4]2[NH:9][C:8]([OH:10])=[C:7]([C:11]3[NH:12][C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=4[C:19]=3[N:23]=[O:22])[C:5]=2[CH:6]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 101772H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-HCID 21645Hydroxylamine HCl

Produkt 1

HCID 3707Indirubin-3'-monoximeAusbeute 90,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Indirubin (0.64 g, 2.4 mmol) was dissolved in anhydrous pyridine (25 mL), and hydroxylammonium chloride (1.67 g, 24 mmol) was added to the solution. The reaction liquid was heated and refluxed for 2.5 hours and then cooled to room temperature. The reaction liquid was poured into water (100 mL), and the precipitated crude crystals were collected by suction filtration. The resulting crude crystals were recrystallized from methanol/water to give red needle-shaped crystals of indirubin-3′-oxime (0.60 g, 89%).

Aufarbeitung

  1. customThe reaction liquid
  2. temperaturewas heated
  3. temperaturerefluxed for 2.5 hours
  4. customThe reaction liquid
  5. customthe precipitated crude crystals
  6. filtrationwere collected by suction filtration
  7. customThe resulting crude crystals were recrystallized from methanol/water

Quellen und Nachweise

ORD-Eintrag
ord-39632d1f5b3d4e7081ce75a444af585b
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051306B2

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