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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060621Generated: October 30, 2026

Chlorosuccinimide → 1-(5-Bromo-7-chloro-2,3-dihydro-1H-indol-1-yl)ethan-1-one

https://huagongshe.com/reaction/1060621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant1-(5-bromo-2,3-dihydro-1H-indol-1-yl)ethan-1-oneHCID 721847—
SolventAcetonitrileHCID 6342—
Product1-(5-Bromo-7-chloro-2,3-dihydro-1H-indol-1-yl)ethan-1-oneHCID 1862926941.4%

Reaction Conditions

Temperature25 °C

Reaction Steps

Part A: 1-Acetyl-5-bromoindoline (2.47 g, 10.29 mmol) was heated at reflux with N-chlorosuccinimide (1.56 g, 10.40 mmol) in CH3CN for 30 min and an additional amount NCS (1 g, 7.47 mmol) was added while hot and the reaction was stirred at 25° C. for 16 h. The solvent was stripped in vacuo and the residue was chromatographed on silica gel using 20% EtOAc/hexanes as eluent to give 1-acetyl-5-bromo-7-chloroindoline (1.17 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06525056B2
Source datasetuspto-grants-2003_02
ORD IDord-a70b4a933b004f6fa8f962a69fd8646b
Source noteuspto-grants-2003_02