Sodium Carbonate → (3-Aminophenyl)(4-aminophenyl)methanone

HRID 637554Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 637554
Cl[C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)=[O:7])=[CH:4][C:3]=1[N+:19]([O-])=O.C(=O)([O-])[O-].[Na+].[Na+].[H][H]>[Pd].ClCCCl>[NH2:19][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:2]=1)[C:6]([C:8]1[CH:9]=[CH:10][C:11]([NH2:14])=[CH:12][CH:13]=1)=[O:7]

Komponenten

6

Edukt 3

HCID 10340Sodium CarbonateHCID 554735(4-Chloro-3-nitrophenyl)(4-nitrophenyl)methanoneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 148536(3-Aminophenyl)(4-aminophenyl)methanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 111,2-DichloroethaneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To an autoclave there are added 30.7 g (0.1 moles) of 4-chloro-3,4'-dinitro benzophenone, 10.6 g (0.1 moles) of sodium carbonate, 1 g of 5% palladium/alumina catalyst (available from Nihon-Engelhardt Co.) and 250 ml of 1,2-dichloro ethane. With the mixture being stirred at 30°-35° C., the reaction is carried out at a constant pressure for 10 hours by introducing hydrogen into the mixture. After completion of the reaction, the reaction mixture is heated up to 70° C. to be subjected to filtering for removing the catalyst. Then, on cooling, there is obtained 3,4'-diamino benzophenone in the form of yellow needle-like crystals. The crystals are filtered, washed with 20 ml of 1,2-dichloro ethane and dried. Yield 17.6 g (83%). M.P. 121°-122° C. Recrystallization from ethanol gives yellow needle-like pure crystals of said benzophenone. M.P. 122°-122.5° C.

Aufarbeitung

  1. customAfter completion of the reaction
  2. filtrationto filtering
  3. customfor removing the catalyst
  4. temperatureThen, on cooling

Quellen und Nachweise

ORD-Eintrag
ord-bf82a535b9324f8b89d93d378c8d5142
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04556738

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