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

HRID 2723

Reaktionsgleichung

Reaktionsgleichung von HRID 2723
[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)-2,3dihydro-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-4eef7a1f326e44c69373eeaaece2675b
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731311

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