Sodium hydride → HCID 70922273, Verbindung

HRID 524973Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 524973
[CH3:1][C:2]1[CH:6]=[CH:5][NH:4][C:3]=1[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])=[O:8].[H-].[Na+].C1(C)C=C(C)C=C(C)C=1S(O[NH2:31])(=O)=O>CN(C=O)C>[NH2:31][N:4]1[CH:5]=[CH:6][C:2]([CH3:1])=[C:3]1[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])=[O:8]

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 11830845O-(2,4,6-Trimethylbenzenesulfonyl)hydroxylamineHCID 709222793-Methyl-N-o-tolyl-1H-pyrrole-2-carboxamide

Produkt 1

HCID 70922273HCID 70922273, VerbindungAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

3-Methyl-N-o-tolyl-1H-pyrrole-2-carboxamide (1.5 g, 7.00 mmol) was dissolved in 60 mL of DMF. 294 mg (7.35 mmol) of sodium hydride (60 wt % dispersion in mineral oil) were added and the reaction mixture was stirred at room temperature for 1 hour. Then O-(mesitylsulfonyl)hydroxylamine (1.658 g, 7.70 mmol) was added and the reaction mixture was stirred for 30 minutes. The solvent was evaporated to dryness and the crude product was purified by flash chromatography (0 to 50% heptane/AcOEt) to give 1.17 g (73% yield) of the title compound as a yellow solid.

Aufarbeitung

  1. stirringthe reaction mixture was stirred for 30 minutes
  2. customThe solvent was evaporated to dryness
  3. customthe crude product was purified by flash chromatography (0 to 50% heptane/AcOEt)

Quellen und Nachweise

ORD-Eintrag
ord-c53a1c66857344e48c889215ec5a9ef5
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340547B2

Notizen zur Reaktion

Wird geladen…