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HCID 67037361, Verbindung → HCID 67036856, Verbindung

HRID 1920077
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1920077
CN(/[CH:4]=[N:5]/[C:6](=O)[C:7]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[C:10]([O:16][CH3:17])=[C:9]([O:18][CH3:19])[CH:8]=1)C.[C:21]([C:24]1[C:25]([C:31]([F:34])([F:33])[F:32])=[N+:26]([O-:30])[CH:27]=[CH:28][CH:29]=1)(=[NH:23])[NH2:22]>>[CH3:19][O:18][C:9]1[CH:8]=[C:7]([C:6]2[N:5]=[CH:4][N:22]=[C:21]([C:24]3[C:25]([C:31]([F:32])([F:34])[F:33])=[N+:26]([O-:30])[CH:27]=[CH:28][CH:29]=3)[N:23]=2)[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[C:10]=1[O:16][CH3:17]
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Komponenten

3

Edukt 2

HCID 67037361HCID 67037361, VerbindungHCID 178492728HCID 178492728, Verbindung

Produkt 1

HCID 67036856HCID 67036856, Verbindung

Versuchsvorschrift

To a solution of (E)-N-((dimethylamino)methylene)-3,4-dimethoxy-5-nitrobenzamide (1.12 g, 4 mmol) ethanol (30 mL) was added 3-carbamimidoyl-2-(trifluoromethyl)pyridine 1-oxide (0.82 g, 4 mmol). The reaction mixture was heated to reflux for 5 hours. It was cooled to room temperature and the solvent was removed by evaporation. The residue was then dissolved in dichloromethane/isopropanol mixture (50 mL, 70:30) and the organic phase was washed with water, dried over anhydrous magnesium sulphate, filtered and evaporated, The crude product was recrystallized from ethanol to give 3-(4-(3,4-dimethoxy-5-nitrophenyl)-1,3,5-triazin-2-yl)-2-(trifluoromethyl)pyridine 1-oxide, 1.27 g (75%).

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  • temperatureto reflux for 5 hours
  • customthe solvent was removed by evaporation
  • dissolutionThe residue was then dissolved in dichloromethane/isopropanol mixture (50 mL, 70:30)
  • washthe organic phase was washed with water
  • dry with materialdried over anhydrous magnesium sulphate
  • filtrationfiltered
  • customevaporated
  • customThe crude product was recrystallized from ethanol
  • Quellen und Nachweise

    ORD-Eintrag
    ord-6a0c63a8ad434b9783dcfc3fc6f9dbee
    Quelldatensatz
    uspto-grants-2012_05
    DOI
    10.6084/m9.figshare.5104873.v1
    Patentnummer
    US08168793B2

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