Sulfuric acid magnesium salt (1:1) → 2-(4-(4-Methylpyridin-2-yl)-2-nitrobenzylidene)propionitrile

HRID 1060014Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1060014
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:15]=[CH:14][C:11]([CH:12]=O)=[C:10]([N+:16]([O-:18])=[O:17])[CH:9]=2)[CH:3]=1.C1(P(C2C=CC=CC=2)(C2C=CC=CC=2)=[C:26]([CH3:29])[C:27]#[N:28])C=CC=CC=1.S([O-])([O-])(=O)=O.[Mg+2]>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:15]=[CH:14][C:11]([CH:12]=[C:26]([CH3:29])[C:27]#[N:28])=[C:10]([N+:16]([O-:18])=[O:17])[CH:9]=2)[CH:3]=1

Komponenten

5

Edukt 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 136931782-(Triphenylphosphoranylidene)propanenitrileHCID 186675944-(4-Methylpyridin-2-yl)-2-nitrobenzaldehyde

Produkt 1

HCID 536430862-(4-(4-Methylpyridin-2-yl)-2-nitrobenzylidene)propionitrileAusbeute 94,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A suspension of 4-(4-methylpyridin-2-yl)-2-nitrobenzaldehyde (203 mg) and 2-(triphenylphosphoranylidene)propionitrile (0.45 g) in toluene (10 ml) was refluxed for 3 hours. After cooling, to the reaction mixture were added magnesium sulfate and silica gel (10 g), and the suspension was stirred for 30 minutes. The solid was removed by filtration and washed with toluene (10 ml) three times. The combined filtrate was evaporated under reduced pressure to give 2-(4-(4-methylpyridin-2-yl)-2-nitrobenzylidene)propionitrile (221 mg) as a mixture of regioisomers.

Aufarbeitung

  1. temperaturewas refluxed for 3 hours
  2. temperatureAfter cooling, to the reaction mixture
  3. customThe solid was removed by filtration
  4. washwashed with toluene (10 ml) three times
  5. customThe combined filtrate was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f5b6968ef04c480daa596c4388ac74e5
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06521643B1

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