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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656374Generated: October 28, 2026

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

https://huagongshe.com/reaction/656374

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 16) 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071770B2
Source datasetuspto-grants-2011_12
ORD IDord-14df6a8d2e164b819b72a39a611e4b02
Source noteuspto-grants-2011_12