Trifluoroacetic acid → N-{4-[2-oxo-3-(4-phenoxyphenyl)-2,3-dihydroimidazol-1-yl]phenyl}acetamide

HRID 723373Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 723373
[NH:1]([C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3].[C:12]([N:19]1[CH:23]=[CH:22]N=[CH:20]1)(N1C=CN=C1)=[O:13].COC(OC)CN[C:29]1[CH:34]=[CH:33][C:32]([O:35][C:36]2[CH:41]=[CH:40]C=[CH:38][CH:37]=2)=[CH:31][CH:30]=1.FC(F)(F)C(O)=O>>[O:13]=[C:12]1[N:19]([C:20]2[CH:38]=[CH:37][C:36]([O:35][C:32]3[CH:31]=[CH:30][CH:29]=[CH:34][CH:33]=3)=[CH:41][CH:40]=2)[CH:23]=[CH:22][N:9]1[C:8]1[CH:10]=[CH:11][C:5]([NH:1][C:2](=[O:3])[CH3:4])=[CH:6][CH:7]=1

Komponenten

5

Edukt 4

HCID 6422Trifluoroacetic acidHCID 312304-AminoacetanilideHCID 682631,1'-CarbonyldiimidazoleHCID 21873313(2,2-Dimethoxyethyl)-(4-phenoxyphenyl)amine

Produkt 1

HCID 21873458N-{4-[2-oxo-3-(4-phenoxyphenyl)-2,3-dihydroimidazol-1-yl]phenyl}acetamide

Versuchsvorschrift

4-Acetaminoaniline was reacted with carbonyidiimidazole and (2,2-dimethoxyethyl)-(4-phenoxyphenyl)amine as described in example 92, followed by treatment of the crude product with trifluoroacetic acid at 80° C. The product is precipitated on addition of ethyl acetate/heptane 1:1. The precipitated solid was filtered off and dried in a vacuum oven at 40° C. The product with the molecular weight of 385.43 (C23H17N3O2); MS (ESI): 386 ([M+H]+) was obtained in this way.

Aufarbeitung

  1. customThe product is precipitated on addition of ethyl acetate/heptane 1:1
  2. filtrationThe precipitated solid was filtered off
  3. customdried in a vacuum oven at 40° C
  4. customMS (ESI): 386 ([M+H]+) was obtained in this way

Quellen und Nachweise

ORD-Eintrag
ord-c61b9c1665a04708a0508504fe46d168
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07141561B2

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