HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1066752Generated: October 30, 2026
Chlorosuccinimide → 1-(5-Bromo-7-chloro-2,3-dihydro-1H-indol-1-yl)ethan-1-one
https://huagongshe.com/reaction/1066752
Participants
| Role | Name | HCID | Charge |
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| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 1-(5-bromo-2,3-dihydro-1H-indol-1-yl)ethan-1-one | HCID 721847 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(5-Bromo-7-chloro-2,3-dihydro-1H-indol-1-yl)ethan-1-one | HCID 18629269 | 41.4% |
Reaction Steps
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06245769B1 |
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| Source dataset | uspto-grants-2001_06 |
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| ORD ID | ord-897f40cda45e4c2ba32b52b451860c17 |
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| Source note | uspto-grants-2001_06 |
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