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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623083Generated: November 1, 2026

Selenium Dioxide → (+/-)-3'-Methyl-2',5'-dioxo-6,8-dihydrospiro[cyclopenta[g]quinoline-7,4'-imidazolidine]-2-carboxylic acid

https://huagongshe.com/reaction/1623083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSelenium DioxideHCID 24007—
Reactant(+/-)-3' Methyl-2',5'-dioxo-6,8-dihydrospiro[cyclopenta[g]quinoline-7,4'-imidazolidine]-2-carbaldehydeHCID 57774216—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(+/-)-3'-Methyl-2',5'-dioxo-6,8-dihydrospiro[cyclopenta[g]quinoline-7,4'-imidazolidine]-2-carboxylic acidHCID 57774222—

Reaction Steps

A mixture of (±)-2,3′-dimethyl-6,8-dihydro-2′H,5′H-spiro[cyclopenta[g]quinoline-7,4′-imidazolidine]-2′,5′-dione (500 mg, 1.78 mmol, described in Intermediate 19) and selenium dioxide (592 mg, 5.33 mmol) in dioxane (30 mL) and H2O (3 mL) are heated at reflux for 18 h. The reaction mixture is allowed to cool, filtered through a pad of Celite, and the filtrate is concentrated in vacuo to give the title compound. MS: m/z=312 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778957B2
Source datasetuspto-grants-2014_07
ORD IDord-6d9b2ae3d1764da28eae379aec4c4e6d
Source noteuspto-grants-2014_07