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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840816Generated: November 1, 2026

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

https://huagongshe.com/reaction/1840816

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 numberUS06683082B2
Source datasetuspto-grants-2004_01
ORD IDord-979c07ac9e0b47d6a02fe478de9fd986
Source noteuspto-grants-2004_01