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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-[1-(Aminocarbonyl)cyclopentyl]-2-chlorobenzamide | HCID 58550576 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2-Chlorophenyl)-1,3-diazaspiro[4.4]non-1-en-4-one | HCID 58550583 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507477B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-beb8a6f2532d410daaede95d678130b1 |
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| Source note | uspto-grants-2013_08 |
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