Iodine → HCID 178440467, Verbindung

HRID 14501Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 14501
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9](=[O:24])[C:10]3[C:11]([O:19][C:20]=2[CH:21]([CH3:23])[CH3:22])=[C:12]2[C:16](=[CH:17][CH:18]=3)[NH:15][N:14]=[CH:13]2)=[CH:4][CH:3]=1.[OH-].[K+].[I:27]I>CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9](=[O:24])[C:10]3[C:11]([O:19][C:20]=2[CH:21]([CH3:22])[CH3:23])=[C:12]2[C:16](=[CH:17][CH:18]=3)[NH:15][N:14]=[C:13]2[I:27])=[CH:6][CH:7]=1

Komponenten

6

Edukt 3

HCID 807IodineHCID 14797Potassium HydroxideHCID 687032613-(4-Chlorophenyl)-2-isopropyl-7H-pyrano[2,3-e]indazol-4-one

Produkt 1

HCID 178440467HCID 178440467, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 3-(4-chlorophenyl)-2-isopropyl-7H-pyrano[2,3-e]indazol-4-one (20 mg, 0.059 mmol) in dry N,N-dimethylformamide (2 ml) at room temperature are added potassium hydroxide (6.3 mg, 0.112 mmol) and iodine (55 mg, in three portions over 3 h, 0.217 mmol). The reaction mixture is stirred at room temperature for 20 h, then diluted with ethyl acetate and washed successively with 10% aqueous sodium thiosulfate solution (40 ml) and saturated brine (40 ml). The organic phase is dried (MgSO4), filtered and evaporated under reduced pressure. The resulting solid is triturated with n-hexane/dichloromethane to give a colourless solid that is recovered by filtration and dried.

Aufarbeitung

  1. washwashed successively with 10% aqueous sodium thiosulfate solution (40 ml) and saturated brine (40 ml)
  2. dry with materialThe organic phase is dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. customThe resulting solid is triturated with n-hexane/dichloromethane
  6. customto give a colourless solid that
  7. filtrationis recovered by filtration
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-008d1b1039134b6bb27ddee169105178
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732435B2

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