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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890705Generated: October 26, 2026

Hydrochloric Acid → 2-(2-Chlorophenyl)-1,3-diazaspiro[4.4]non-1-en-4-one

https://huagongshe.com/reaction/1890705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantN-[1-(Aminocarbonyl)cyclopentyl]-2-chlorobenzamideHCID 58550576—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product2-(2-Chlorophenyl)-1,3-diazaspiro[4.4]non-1-en-4-oneHCID 58550583—

Reaction Conditions

Temperature90 °C

Reaction Steps

Into a solution of N-[1-(aminocarbonyl)cyclopentyl]-2-chlorobenzamide from Step A (0.51 g, 1.912 mmol) in methanol (10 mL) was added NaOH (1.15 mL, 5 N). This solution was heated at 90° C. for 2.5 h. After allowing the reaction mixture to cool, the bulk of the solvent was removed in vacuo to give a residue, which was then neutralized by the addition of 1 N HCl and diluted with DCM. The layers were separated and the aqueous layer was extracted with an additional volume of DCM. The combined organics were dried over sodium sulfate, filtered, and concentrated in vacuo to yield the title compound as a white solid. MS: m/z=249 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507477B2
Source datasetuspto-grants-2013_08
ORD IDord-beb8a6f2532d410daaede95d678130b1
Source noteuspto-grants-2013_08