Urea → 4-(4-dimethylaminophenyl)-2,3dihydro-5-phenyl-1H-imidazol-2-one

HRID 342482

Reaktionsgleichung

Reaktionsgleichung von HRID 342482
[NH2:1][C:2]([NH2:4])=[O:3].[CH3:5][N:6]([CH3:23])[C:7]1[CH:12]=[CH:11][C:10]([CH:13](O)[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=O)=[CH:9][CH:8]=1>C(O)(=O)C>[CH3:23][N:6]([CH3:5])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[NH:1][C:2](=[O:3])[NH:4][C:14]=2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:9][CH:8]=1

Komponenten

4

Edukt 2

HCID 1176UreaHCID 5906282-[4-(Dimethylamino)phenyl]-2-hydroxy-1-phenylethanone

Produkt 1

HCID 540115654-(4-dimethylaminophenyl)-2,3dihydro-5-phenyl-1H-imidazol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To acetic acid (2 mL) was added urea (0.6 g, 10 mmol) and 2-(4-dimethylaminophenyl)-2-hydroxy-1-phenylethanone (2.6 g, 10 mmol). After stirring for 2 hours at 120° C., the reaction was cooled to ambient temperature. The resulting solid was filtered, washed with ether, and dried in vacuo to give 4-(4-dimethylaminophenyl)-2,3-dihydro-5-phenyl-1H-imidazol-2-one; NMR (CDCl3) 10.98 (s,2), 7.5 (m,4), 7.4 (m,5), 3.18 (s,6) ppm.

Aufarbeitung

  1. temperaturethe reaction was cooled to ambient temperature
  2. filtrationThe resulting solid was filtered
  3. washwashed with ether
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b0844ba3143643f7b47cb67f8d630c0b
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05859005

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