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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019149Generated: October 31, 2026

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

https://huagongshe.com/reaction/1019149

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 numberUS06486185B1
Source datasetuspto-grants-2002_11
ORD IDord-b15ea54e1a564335b207f640d7333d81
Source noteuspto-grants-2002_11