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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2213670Generated: October 30, 2026

Dimethylformamide → 5-Ureidoindolin-2-one

https://huagongshe.com/reaction/2213670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTrimethylsilyl isocyanateHCID 70696—
Reactant5-Amino-2-oxindoleHCID 2773213—
SolventTetrahydrofuranHCID 8028—
Product5-Ureidoindolin-2-oneHCID 21957804—

Reaction Steps

To a solution of 5-aminoindolin-2-one (8.76, 58.79 mmol) in tetrahydrofuran:dimethylformamide (400 mL:60 mL) was added trimethylsilylisocyanate (10.6 mL, 78.68 mmol) dropwise. The reaction mixture was stirred at ambient temperature for 18 hours. A tan-colored solid formed which was isolated by filtration, washed with ether and dried in vacuo to afford 5-ureidoindolin-2-one (8.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07105563B2
Source datasetuspto-grants-2006_09
ORD IDord-6fa50aaa7623420ab11d234df0210d7a
Source noteuspto-grants-2006_09