6-Nitroindazole → 3-bromo-6-nitro-1H-indazole

HRID 503128

Reaktionsgleichung

Reaktionsgleichung von HRID 503128
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[N:9][NH:10]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[Br:13]N1C(=O)CCC1=O>CN(C)C=O>[Br:13][C:8]1[C:7]2[C:11](=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[NH:10][N:9]=1

Komponenten

4

Edukt 2

HCID 242396-NitroindazoleHCID 67184N-bromobutanimide

Produkt 1

HCID 1785264313-bromo-6-nitro-1H-indazoleAusbeute 88,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 5.0 g of 6-nitro-1H-indazole in 50 ml dimethylformamide was added 5.73 g of N-bromosuccinimide at room temperature, and the mixture was stirred at the same temperature for 1 hour. After removing the solvent by distillation, the residue was added with 250 ml of ethyl acetate. The mixture was sequentially washed with half-saturated aqueous sodium hydrogencarbonate solution, water and brine, and dried over anhydrous magnesium sulfate. After filtrating the organic layer through a silica gel pat, the solvent was evaporated and the resulting crystals were suspended in toluene, to give 6.59 g of the title compound as light brown crystals.

Aufarbeitung

  1. customAfter removing the solvent
  2. distillationby distillation
  3. additionthe residue was added with 250 ml of ethyl acetate
  4. washThe mixture was sequentially washed with half-saturated aqueous sodium hydrogencarbonate solution, water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationAfter filtrating the organic layer through a silica gel pat
  7. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-268b83e76465476298afe249a5d4db9d
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07776890B2

Verknüpfte Notizen

Wird geladen…