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

HRID 1665

Reaktionsgleichung

Reaktionsgleichung von HRID 1665
[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-d53ccc1fdb224edc9a97f3bf1af38c7c
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05726198

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