N-bromobutanimide → HCID 178496268, Verbindung
Reaktionsgleichung
[F:1][C:2]1[C:7]([C:8]2[CH:12]=[CH:11][NH:10][N:9]=2)=[C:6]([F:13])[CH:5]=[CH:4][C:3]=1[N:14]([CH2:26][O:27][CH2:28][CH2:29][O:30][CH3:31])[S:15]([C:18]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=1[F:25])(=[O:17])=[O:16].[Br:32]N1C(=O)CCC1=O>C(Cl)Cl>[Br:32][C:12]1[C:8]([C:7]2[C:2]([F:1])=[C:3]([N:14]([CH2:26][O:27][CH2:28][CH2:29][O:30][CH3:31])[S:15]([C:18]3[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=3[F:25])(=[O:17])=[O:16])[CH:4]=[CH:5][C:6]=2[F:13])=[N:9][NH:10][CH:11]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
N-[2,4-difluoro-3-(1H-pyrazol-3-yl)-phenyl]-2,5-difluoro-N-(2-methoxyethoxy-methyl)-benzenesulfonamide (1.27 g, 2.76 mmol) was dissolved in dry DCM (10 mL). N-bromosuccinimide was then added (737 mg, 4.14 mmol, 1.5.eq) and the reaction was stirred at room temperature for 3 hours. The reaction mixture was then diluted with DCM and washed with 10% aqueous NaHSO3 and brine. The organic phase was dried over Na2SO4 and evaporated to dryness. The desired N-[3-(4-bromo-1H-pyrazol-3-yl)-2,4-difluoro-phenyl]-2,5-difluoro-N-(2-methoxyethoxymethyl)-benzenesulfonamide was isolated from the crude mixture by chromatography on silica gel (DCM/MeOH 95:5) obtaining 584 mg (39%) of off-white solid.