Dimethylformamide → 1-Methoxymethyl-2-bromo-4-nitroimidazole

HRID 2221384Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2221384
[Br:1][C:2]1[N:3]([CH2:11][O:12][CH3:13])[C:4](Br)=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1.S([O-])([O-])=O.[Na+].[Na+].CN(C)C=O.C(=O)([O-])O.[Na+]>O.C(OCC)(=O)C>[Br:1][C:2]1[N:3]([CH2:11][O:12][CH3:13])[CH:4]=[C:5]([N+:7]([O-:9])=[O:8])[N:6]=1

Komponenten

7

Edukt 4

HCID 6228DimethylformamideHCID 24437Sodium SulfiteHCID 516892Sodium BicarbonateHCID 5422602,5-Dibromo-1-methoxymethyl-4-nitroimidazole

Produkt 1

HCID 166551311-Methoxymethyl-2-bromo-4-nitroimidazoleAusbeute 86,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Suspension of 2,5-dibromo-1-methoxymethyl-4-nitroimidazole (17.15 g), sodium sulfite (13.73 g), dimethylformamide (100 ml) and water (50 ml) was stirred at a room temperature for 8 hours. The reaction mixture was neutralized with an aqueous solution being saturated with sodium hydrogencarbonate, then ethyl acetate and water were added. The organic layer was washed with an aqueous solution being saturated with sodium chloride, and dried over anhydrous sodium sulfate, then concentrated under a reduced pressure to obtain 2-bromo-1-methoxymethyl-4-nitroimidazole (11.17 g, yield: 86.8%) of white powdery product.

Aufarbeitung

  1. washThe organic layer was washed with an aqueous solution
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-862729e1b62c45468f4360d89380bf94
Quelldatensatz
uspto-grants-2008_05
Patentnummer
US07368579B2

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