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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2086035Generated: November 1, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 7-bromo-5-nitro-1H-indole

https://huagongshe.com/reaction/2086035

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant7-Bromo-5-nitroindolineHCID 323490—
SolventAcetoneHCID 180—
Product7-bromo-5-nitro-1H-indoleHCID 386032691.1%

Reaction Steps

To a solution of 7-bromo-5-nitroindoline (3.0 g, 12.3 mmol) in 200 mL of acetone was added 2,3-dichloro-5,6-dicyano-1,4-benzoquinone until color of the solution turns to dark green. The reaction mixture was concentrated in vacuo and subjected to column chromatography (CHCl3, neat) to yield 2.7 g (11.2 mmol, 91%) of the indole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06723741B2
Source datasetuspto-grants-2004_04
ORD IDord-053cccf2d3734c8794d91970331c9573
Source noteuspto-grants-2004_04