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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 617246Generated: October 30, 2026

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

https://huagongshe.com/reaction/617246

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 numberUS05948804
Source datasetuspto-grants-1999_09
ORD IDord-f785be13a04843d4826f359e1c4297e2
Source noteuspto-grants-1999_09