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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369894Generated: October 31, 2026

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

https://huagongshe.com/reaction/1369894

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 numberUS06579897B2
Source datasetuspto-grants-2003_06
ORD IDord-c4202fb551d74a17bab3574bbea290c8
Source noteuspto-grants-2003_06