Dimethylamine → (E)-3-(2-(Dimethylamino)vinyl)-4-nitropyridine 1-oxide

HRID 875397Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 875397
[CH3:1][C:2]1[CH:3]=[N+:4]([O-:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].CNC.O.[CH3:16][N:17]([CH3:20])[CH:18]=O>>[CH3:16][N:17]([CH3:20])/[CH:18]=[CH:1]/[C:2]1[CH:3]=[N+:4]([O-:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Komponenten

5

Edukt 4

HCID 674DimethylamineHCID 962WaterHCID 6228Dimethylformamide2×HCID 70633Pyridine, 3-methyl-4-nitro-, 1-oxide

Produkt 1

HCID 11344817(E)-3-(2-(Dimethylamino)vinyl)-4-nitropyridine 1-oxideAusbeute 50 %

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

To the stirred solution of 3-methyl-4-nitropyridine 1-oxide (600 mg, 3.8 mmol, Step b) in dimethylformamide was added dimethylformamide and dimethylamine (1.14 mL, 8.5 mmol) drop wise at room temperature. After complete addition, the reaction mixture was stirred at 90° C. for 15 hours. The reaction mixture was poured on cold water and the precipitated solid was filtered, washed with water and dried to get (E)-N,N-dimethyl-2-(4-nitro-1-oxidopyridin-3-yl)ethenamine (470 mg, 50%).

Aufarbeitung

  1. additionAfter complete addition
  2. filtrationthe precipitated solid was filtered
  3. washwashed with water
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-fcc47787873f4627beda1065974af004
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08980911B2

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