N,N-Dimethylethylenediamine → 1-[4-(2-Dimethylamino-ethylamino)-3-nitrophenyl]-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

HRID 723328Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 723328
F[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][N:10]([C:13]3[CH:18]=[CH:17][C:16]([O:19][C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:15][CH:14]=3)[C:9]2=[O:26])=[CH:4][C:3]=1[N+:27]([O-:29])=[O:28].[CH3:30][N:31]([CH3:35])[CH2:32][CH2:33][NH2:34]>CN(C)C=O>[CH3:30][N:31]([CH3:35])[CH2:32][CH2:33][NH:34][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][N:10]([C:13]3[CH:18]=[CH:17][C:16]([O:19][C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:15][CH:14]=3)[C:9]2=[O:26])=[CH:4][C:3]=1[N+:27]([O-:29])=[O:28]

Komponenten

4

Edukt 2

HCID 66053N,N-DimethylethylenediamineHCID 218734351-(4-Fluoro-3-nitrophenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

Produkt 1

HCID 218733991-[4-(2-Dimethylamino-ethylamino)-3-nitrophenyl]-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 1-(4-fluoro-3-nitrophenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one (100 mg) in dimethylformamide (2 ml) was shaken with 2-dimethylaminoethylamine (0.3 ml) at 70° C. for 2 hours. Volatiles were removed and the residue was partitioned between dichloromethane and water. The organic phase was dried and concentrated. The product with the molecular weight of 459.51 (C25H25N5O4); MS (ESI): 460 ([M+H]+), was obtained in this way.

Aufarbeitung

  1. customVolatiles were removed
  2. customthe residue was partitioned between dichloromethane and water
  3. customThe organic phase was dried
  4. concentrationconcentrated
  5. customMS (ESI): 460 ([M+H]+), was obtained in this way

Quellen und Nachweise

ORD-Eintrag
ord-89db4c5db9e44f4585f86ea05b68de6b
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07141561B2

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