2-(3,5-Dimethylphenylethynyl)-4-nitrophenylamine → HCID 21254069, Verbindung

HRID 1292396Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1292396
[CH3:1][C:2]1[CH:3]=[C:4]([C:9]#[C:10][C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=2[NH2:20])[CH:5]=[C:6]([CH3:8])[CH:7]=1>[Pd](Cl)Cl>[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[NH:20][C:12]3[C:11]([CH:10]=2)=[CH:16][C:15]([N+:17]([O-:19])=[O:18])=[CH:14][CH:13]=3)[CH:5]=[C:6]([CH3:8])[CH:7]=1

Komponenten

3

Edukt 1

HCID 189142732-(3,5-Dimethylphenylethynyl)-4-nitrophenylamine

Produkt 1

HCID 21254069HCID 21254069, VerbindungAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24290Palladium ChlorideKatalysator

Versuchsvorschrift

To a stirred solution of 2-(3,5-dimethylphenylethynyl)-4-nitrophenylamine (50 mg in 3 mL of dry, nitrogen saturated acetonitrile) was added 5 mg of palladium (II) chloride and the mixture heated to reflux on an oil bath. After 3 hours the mixture was cooled to room temperature, concentrated in vacuo and purified by flash chromatography on silica gel (hexane:methylene chloride:ethyl acetate 15:8:1) to provide the title compound (46 mg).

Aufarbeitung

  1. temperaturethe mixture heated
  2. temperatureto reflux on an oil bath
  3. concentrationconcentrated in vacuo
  4. custompurified by flash chromatography on silica gel (hexane:methylene chloride:ethyl acetate 15:8:1)

Quellen und Nachweise

ORD-Eintrag
ord-926be2d9a99e4042bb6c4df38ee244ee
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05756507

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