Ammonia → 1-[4-(2-Aminoethoxy)phenyl]-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

HRID 723341Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 723341
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[CH:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([O:22][C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[CH:18][CH:17]=3)[C:12]2=[O:29])=[CH:7][CH:6]=1.[NH3:30].[I-].[Na+]>C(#N)C>[NH2:30][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[CH:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([O:22][C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[CH:18][CH:17]=3)[C:12]2=[O:29])=[CH:7][CH:6]=1

Komponenten

5

Edukt 3

HCID 222Ammonia2×HCID 5238Sodium IodideHCID 120958581-[4-(2-Bromoethoxy)phenyl]-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

Produkt 1

HCID 218734911-[4-(2-Aminoethoxy)phenyl]-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 1-[4-(2-bromoethoxy)phenyl]-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one (50 mg) in acetonitrile (1 ml) was left to stand with ammonia solution (1 ml) and sodium iodide (5 mg) and 24 hours. After repeated addition of the ammonia solution, the reaction was kept at 40° C. for 5 hours. The cooled reaction solution was filtered and concentrated. The residue was purified by preparative HPLC. The product with the molecular weight of 387.44 (C24H21N3O3); MS (ESI): 388 ([M+H]+), was obtained as hydroformate in this way.

Aufarbeitung

  1. customThe cooled reaction solution
  2. filtrationwas filtered
  3. concentrationconcentrated
  4. customThe residue was purified by preparative HPLC
  5. customMS (ESI): 388 ([M+H]+), was obtained as hydroformate in this way

Quellen und Nachweise

ORD-Eintrag
ord-50bd8656bb7b435bbfc2edaa149b5d24
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07141561B2

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