3-Amino-N,N-dimethyl-4-nitroaniline → N4,N4-dimethylbenzene-1,2,4-triamine

HRID 1465802

Reaktionsgleichung

Reaktionsgleichung von HRID 1465802
[CH3:1][N:2]([CH3:13])[C:3]1[CH:4]=[CH:5][C:6]([N+:10]([O-])=O)=[C:7]([CH:9]=1)[NH2:8]>[Pd].C(OCC)(=O)C.CO>[NH2:8][C:7]1[CH:9]=[C:3]([N:2]([CH3:13])[CH3:1])[CH:4]=[CH:5][C:6]=1[NH2:10]

Komponenten

4

Edukt 1

HCID 27334513-Amino-N,N-dimethyl-4-nitroaniline

Produkt 1

HCID 417238N4,N4-dimethylbenzene-1,2,4-triamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 21584119Ethylacetate methanolLösungsmittel

Versuchsvorschrift

A solution of 5-dimethylamino-2-nitroaniline (1.94 g, 10.7 mmol) in 4:1 ethyl acetate/methanol (200 ml) was treated with 5% palladium on carbon (1.12 g) and stirred under an atmosphere of hydrogen at room temperature for 20.5 h. The suspension was quickly filtered through celite, the residue washed with methanol and the combined filtrate and washings concentrated to give the crude 2-amino-4-(dimethylamino)aniline as a dark brown oil, which was used without further purification in the next step.

Aufarbeitung

  1. filtrationThe suspension was quickly filtered through celite
  2. washthe residue washed with methanol
  3. concentrationthe combined filtrate and washings concentrated

Quellen und Nachweise

ORD-Eintrag
ord-c3e59647387645ab94fce406eff33dbe
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US08999993B2

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