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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170829Generated: October 25, 2026

Water → 2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-

https://huagongshe.com/reaction/2170829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIsatinHCID 7054—
ReactantSodium CarbonateHCID 10340—
ReactantIndoxyl acetateHCID 11841—
SolventMethanolHCID 887—
Product2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-HCID 1017769%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051306B2
Source datasetuspto-grants-2015_06
ORD IDord-30cea05770bc462e902cffa231059acd
Source noteuspto-grants-2015_06