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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121433Generated: November 1, 2026

Sulfuric Acid → 6-bromo-2,3-dihydro-1H-indol-2-one

https://huagongshe.com/reaction/2121433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant4-Bromo-2-nitrophenylacetic AcidHCID 271551—
CatalystZincHCID 23994—
SolventEthanolHCID 702—
Product6-bromo-2,3-dihydro-1H-indol-2-oneHCID 277328990%

Reaction Steps

4-Bromo-2-nitrophenylacetic acid (0.26 g), 0.26 g zinc powder and 3 mL 50% sulfuric acid in 5 mL of ethanol were heated at 100° C. overnight. The reaction mixture was filtered, diluted with a little acetic acid, concentrated to remove ethanol, diluted with water and extracted twice with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated to give 0.19 g (90% yield) of 6-bromo-2 oxindole as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06696448B2
Source datasetuspto-grants-2004_02
ORD IDord-c5f82abece9846299e98cac6bfd8fef1
Source noteuspto-grants-2004_02