N-bromobutanimide → 3-Bromo-1-methyl-5-nitro-2(1H)-pyridinone

HRID 598052Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 598052
[CH3:1][N:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]1=[O:11].[Br:12]N1C(=O)CCC1=O>CN(C)C=O.ClCCl>[Br:12][C:4]1[C:3](=[O:11])[N:2]([CH3:1])[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=1

Komponenten

5

Edukt 2

HCID 67184N-bromobutanimideHCID 2958661-methyl-5-nitro-2(1H)-pyridinone

Produkt 1

HCID 672674813-Bromo-1-methyl-5-nitro-2(1H)-pyridinoneAusbeute 72,15 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a solution containing 0.55 g (3.57 mmol) of 1-methyl-5-nitropyridin-2(1H)-one in 10 ml of N,N-dimethylformamide under a nitrogen atm. was added 0.76 g (4.27 mmol) of N-bromosuccinimide. The reaction was allowed to stir at 25° C. overnight. The reaction was diluted with dichloromethane and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent and purification of the residue via biotage eluting with 70% ethyl acetate/hexanes gave 0.60 g (72.15%) of product as a white solid.

Aufarbeitung

  1. washwashed with water
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. filtrationFiltration, removal of solvent and purification of the residue via biotage
  4. washeluting with 70% ethyl acetate/hexanes

Quellen und Nachweise

ORD-Eintrag
ord-57a353319efd4a0f9f44814c4bb2984f
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07897607B2

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