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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404647Generated: November 2, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2-(Tert-butyl)-6-nitro-1H-indole

https://huagongshe.com/reaction/2404647

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant2-(tert-Butyl)-6-nitroindolineHCID 57470195—
Solvent1,4-DioxaneHCID 31275—
Product2-(Tert-butyl)-6-nitro-1H-indoleHCID 5747019680.6%

Reaction Steps

To a solution of 2-tert-butyl-6-nitro-2,3-dihydro-1H-indole (2.0 g, 9.1 mmol) in 1,4-dioxane (20 mL) was added DDQ at room temperature. After refluxing for 2.5 h, the mixture was filtered and the filtrate was concentrated under vacuum. The residue was purified by column chromatography to give 2-tert-butyl-6-nitro-1H-indole (1.6 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802700B2
Source datasetuspto-grants-2014_08
ORD IDord-4533e01f03b946838944fae201007829
Source noteuspto-grants-2014_08