Propionyl chloride → 1,3-Dihydro-4-methyl-5-(1-oxopropyl)-2H-imidazol-2-one

HRID 543895

Reaktionsgleichung

Reaktionsgleichung von HRID 543895
[Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][C:6]1[NH:7][C:8](=[O:11])[NH:9][CH:10]=1.[C:12](Cl)(=[O:15])[CH2:13][CH3:14]>Cl>[CH3:5][C:6]1[NH:7][C:8](=[O:11])[NH:9][C:10]=1[C:12](=[O:15])[CH2:13][CH3:14]

Komponenten

5

Edukt 3

HCID 62324Propionyl chlorideHCID 709351,3-dihydro-4-methyl-2H-imidazol-2-oneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 130719991,3-Dihydro-4-methyl-5-(1-oxopropyl)-2H-imidazol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

To 13.3 g (0.1 mole) of aluminum chloride under 150 ml of dry dichloromethane is added 4.9 g (0.05 mole) of 1,3-dihydro-4-methyl-2H-imidazol-2-one and, dropwise, 5.1 g (0.055 mole) of propionyl chloride. The mixture is stirred and heated to reflux temperature for 6 hours. The mixture is cooled and 2N hydrochloride acid (150 ml) is added dropwise. The resulting precipitate is collected, washed with water and dichloromethane and recrystallized from 50% aqueous ethanol to give the title compound, m.p. 270°-271° C.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux temperature for 6 hours
  3. temperatureThe mixture is cooled
  4. customThe resulting precipitate is collected
  5. washwashed with water and dichloromethane
  6. customrecrystallized from 50% aqueous ethanol

Quellen und Nachweise

ORD-Eintrag
ord-34e8c8c66ea2493b85d5cd3386469633
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04447619

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