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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527128Generated: October 31, 2026

Water → 2-Azido-2-(4-isopropyl-2-methoxyphenyl)-4-nitro-2H-inden-1,3-dione

https://huagongshe.com/reaction/527128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium IodideHCID 5238—
ReactantSodium AzideHCID 33557—
Reactant2-Chloro-2-(4-isopropyl-2-methoxyphenyl)-4-nitro-2H-inden-1,3-dioneHCID 71476971—
SolventAcetoneHCID 180—
Product2-Azido-2-(4-isopropyl-2-methoxyphenyl)-4-nitro-2H-inden-1,3-dioneHCID 7147697249.3%

Reaction Steps

2-chloro-2-(4-isopropyl-2-methoxyphenyl)-4-nitro-2H-inden-1,3-dione (1.23 g, 3.2 mmol) was completely dissolved in acetone (30 ml). This solution was added with sodium azide (0.47 g, 7.2 mmol), sodium iodide (0.59 g, 3.9 mmol), water (6 ml), followed by heating 12 hrs under reflux. The reaction mixture was concentrated, and extracted with ethylacetate, and the concentrated organic layer was purified using column chromatography (ethylacetate:hexane=1:4) to afford the title compound (Brown syrup, 600 mg, 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346749B2
Source datasetuspto-grants-2016_05
ORD IDord-af45f36cd8554334bdf61c1e4aef49b1
Source noteuspto-grants-2016_05