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

HRID 2243359

Reaktionsgleichung

Reaktionsgleichung von HRID 2243359
[CH3:1][N:2]([CH3:13])[C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[C:5]([N+:10]([O-])=O)[CH:4]=1>[Pd]>[CH3:1][N:2]([CH3:13])[C:3]1[CH:4]=[C:5]([NH2:10])[C:6]([NH2:9])=[CH:7][CH:8]=1

Komponenten

3

Edukt 1

HCID 27334524-Amino-N,N-dimethyl-3-nitroaniline

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

In a 20 ml single-necked flask, introduce successively, under an argon atmosphere, 23 mg of N4,N4-dimethylbenzene-1,2,4-triamine, which can be obtained by catalytic hydrogenation of N4,N4-dimethyl-2-nitrobenzene-1,4-diamine in the presence of 10% palladium-on-charcoal under an initial hydrogen pressure of 5 bar at 20° C., 53 mg of (4-formyl-9H -fluoren-9(R,S)-yl)amide of 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid, prepared as in stage 6 of Example 234, and 24 mg of ferric chloride and 2 ml of dimethylformamide. After stirring for 3 h at 20° C., concentrate the solution under reduced pressure, and then take up the residue obtained in 4 ml of water. After draining of the insoluble material formed on a porous plate, washing with 2 ml of ethyl acetate and air-drying, in this way we obtain 41 mg of [4-(6-dimethylamino-1H-benzimidazol-2-yl)-9H-fluoren-9(R,S)-yl]amide of 1H-pyrrolo[2,3-b]-pyridine-4-carboxylic acid, in the form of a violet powder with the following characteristics:

Aufarbeitung

  1. additionIn a 20 ml single-necked flask, introduce successively, under an argon atmosphere

Quellen und Nachweise

ORD-Eintrag
ord-20d11609075a4d699f85b7b02f3c5518
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07674795B2

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