Ammonia → Benzenamine, 3-((4-aminophenyl)methyl)-

HRID 1719638

Reaktionsgleichung

Reaktionsgleichung von HRID 1719638
[N+:1]([C:4]1[CH:5]=[C:6]([CH:18]=[CH:19][C:20]=1Cl)[C:7]([C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=1)=O)([O-])=O.[H][H].N>[Pd].CCOCCO>[CH:19]1[CH:20]=[C:4]([NH2:1])[CH:5]=[C:6]([CH2:7][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)[CH:18]=1

Komponenten

6

Edukt 3

HCID 222AmmoniaHCID 554735(4-Chloro-3-nitrophenyl)(4-nitrophenyl)methanoneHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 146674Benzenamine, 3-((4-aminophenyl)methyl)-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8076Glycol monoethyl etherLösungsmittel

Versuchsvorschrift

15.3 g (0.05 mol) of 3,4'-dinitro-4-chlorobenzophenone, 0.75 g of 5% Pd/C and 50 ml of ethyl cellosolve were charged in a closed glass vessel equipped with a thermometer and a stirrer. While stirring the mixture at a temperature of 75° to 80° C., hydrogen was introduced thereinto and 10.3 l (0.46 mol) of hydrogen was absorbed in 13 hours. Since no more absorption of hydrogen was observed, the reaction was terminated at this point. The reaction solution was neutralized with 3.6 g (0.06 mol) of 28% aqueous ammonia. The catalyst was removed by filtration. The filtrate was concentrated to obtain 3,4'-diaminodiphenylmethane as a brown oil. A high performance liquid chromatography revealed that the purity was 88.2%.

Aufarbeitung

  1. customequipped with a thermometer and a stirrer
  2. additionwas introduced
  3. customSince no more absorption of hydrogen
  4. customthe reaction was terminated at this point
  5. customThe catalyst was removed by filtration
  6. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-c5bfde3dbf194434ab83be76cf615e33
Quelldatensatz
uspto-grants-1985_09
Patentnummer
US04540818

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