Iodine → 4-amino-1-(4-fluoro-phenyl)-5-iodo-1H-pyrimidin-2-one

HRID 538225Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 538225
I([O-])(=O)(=O)=O.[Na+].[I:7]I.[NH2:9][C:10]1[CH:15]=[CH:14][N:13]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[C:12](=[O:23])[N:11]=1.OS(O)(=O)=O.[O-]S([O-])=O.[Na+].[Na+].[OH-].[Na+]>C(O)(=O)C.O>[NH2:9][C:10]1[C:15]([I:7])=[CH:14][N:13]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[C:12](=[O:23])[N:11]=1

Komponenten

9

Edukt 6

HCID 807IodineHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 23667635Sodium periodateHCID 682901544-amino-1-(4-fluoro-phenyl)-1H-pyrimidin-2-one

Produkt 1

HCID 682909404-amino-1-(4-fluoro-phenyl)-5-iodo-1H-pyrimidin-2-oneAusbeute 209,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Sodium metaperiodate (0.21 g, 0.97 mmol) and iodine (0.495 g, 1.95 mmol) were added to a stirred solution of 4-amino-1-(4-fluoro-phenyl)-1H-pyrimidin-2-one (1 g, 4.87 mmol) in a mixture of acetic acid (12 mL), water (3 mL) and H2SO4 (0.4 mL). The mixture was stirred at 80° C. for 4 hours. The mixture was poured onto an ice-cold 10% aqueous solution of Na2SO3 and then neutralized with a 2N aqueous solution of NaOH to pH 7. A solid was formed, filtered and washed with water and EtOH to yield 4-amino-1-(4-fluoro-phenyl)-5-iodo-1H-pyrimidin-2-one (1.35 g, 84% yield) as a white solid, that was used in the next step without further purification.

Aufarbeitung

  1. customA solid was formed
  2. filtrationfiltered
  3. washwashed with water and EtOH

Quellen und Nachweise

ORD-Eintrag
ord-1396e64fdf3b454384243f95e654e176
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865725B2

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