Water → Indirubin

HRID 2170829

Reaktionsgleichung

Reaktionsgleichung von HRID 2170829
CC([O:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH:6]=1)=O.[NH:14]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:17](=O)[C:15]1=[O:16].C(=O)([O-])[O-].[Na+].[Na+].O>CO>[CH:21]1[CH:22]=[CH:23][C:24]2[NH:14][C:15]([OH:16])=[C:17]([C:6]3[C:5](=[O:4])[C:13]4[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=4[N:7]=3)[C:19]=2[CH:20]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7054IsatinHCID 10340Sodium CarbonateHCID 11841Indoxyl acetate

Produkt 1

HCID 10177IndirubinAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Argon gas was blown into a suspension of indoxyl acetate (1.75 g, 10 mmol) and isatin (1.47 g, 10 mmol) in anhydrous methanol (20 mL) for 5 minutes. Sodium carbonate (2.12 g, 20 mmol) was added to the reaction liquid and stirred at room temperature for 18 hours. The reaction liquid was then poured into water (1 L). The precipitated crude crystals were collected by suction filtration. The resulting crude crystals were recrystallized from 1,4-dioxane/hexane to give purple needle-shaped crystals of indirubin (1.81 g, 69%).

Aufarbeitung

  1. customThe reaction liquid
  2. customThe precipitated crude crystals
  3. filtrationwere collected by suction filtration
  4. customThe resulting crude crystals were recrystallized from 1,4-dioxane/hexane

Quellen und Nachweise

ORD-Eintrag
ord-30cea05770bc462e902cffa231059acd
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051306B2

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