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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121574Generated: November 2, 2026

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

https://huagongshe.com/reaction/2121574

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 numberUS06696463B2
Source datasetuspto-grants-2004_02
ORD IDord-310603c6c04847c49de9d07fe2f4f3a5
Source noteuspto-grants-2004_02