Hydantoin → 5-(4-Methyl-4-nitropentylidene)hydantoin

HRID 433002Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 433002
[CH3:1][C:2]([N+:8]([O-:10])=[O:9])([CH3:7])[CH2:3][CH2:4][CH:5]=O.[NH:11]1[CH2:17][C:15](=[O:16])[NH:14][C:12]1=[O:13].C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C>[CH3:1][C:2]([N+:8]([O-:10])=[O:9])([CH3:7])[CH2:3][CH2:4][CH:5]=[C:17]1[NH:11][C:12](=[O:13])[NH:14][C:15]1=[O:16]

Komponenten

5

Edukt 3

HCID 10006HydantoinHCID 10340Sodium CarbonateHCID 122640094-Methyl-4-nitrovaleraldehyde

Produkt 1

HCID 695837495-(4-Methyl-4-nitropentylidene)hydantoinAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Oily 4-methyl-4-nitropentanal (4.0 g, 28 mmol), hydantoin (4.0 g, 40 mmol) and sodium carbonate (2.8 g, 20 mmol) were added to 50% aqueous acetonitrile (200 ml) and the mixture was refluxed with stirring for 3 days. The reaction mixture was concentrated and extracted three times with ethyl acetate. The organic layer was concentrated to dryness to give 5-(4-methyl-4-nitropentylidene)hydantoin (3.15 g, 13.9 mmol, yield 50.0%).

Aufarbeitung

  1. temperaturethe mixture was refluxed
  2. concentrationThe reaction mixture was concentrated
  3. extractionextracted three times with ethyl acetate
  4. concentrationThe organic layer was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-042b77606d6445ecb95b0e439cb23c3a
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06664412B2

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