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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426168Generated: November 4, 2026

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

https://huagongshe.com/reaction/2426168

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 23) 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 numberUS07968540B2
Source datasetuspto-grants-2011_06
ORD IDord-59287ceeb95d4cc68d20d653b46a6f2b
Source noteuspto-grants-2011_06