HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Isatin | HCID 7054 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Indoxyl acetate | HCID 11841 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro- | HCID 10177 | 69% |
Reaction Steps
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%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051306B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-30cea05770bc462e902cffa231059acd |
| Source note | uspto-grants-2015_06 |