alpha-(3,4-Dichlorophenyl)-alpha-(2,6-dichloro-4-nitrophenyl)acetonitrile → 3,5-Dichloro-4-(3,4-dichloro-alpha-cyanobenzyl)aniline

HRID 321984Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 321984
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([C:12]2[C:17]([Cl:18])=[CH:16][C:15]([N+:19]([O-])=O)=[CH:14][C:13]=2[Cl:22])[C:10]#[N:11])[CH:5]=[CH:6][C:7]=1[Cl:8].[H][H]>CO.[Ni]>[Cl:18][C:17]1[CH:16]=[C:15]([CH:14]=[C:13]([Cl:22])[C:12]=1[CH:9]([C:10]#[N:11])[C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)[NH2:19]

Komponenten

5

Edukt 2

HCID 22008581alpha-(3,4-Dichlorophenyl)-alpha-(2,6-dichloro-4-nitrophenyl)acetonitrileHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 220085763,5-Dichloro-4-(3,4-dichloro-alpha-cyanobenzyl)anilineAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

In 100 ml of methanol were dissolved 7.6 g of α-(3,4-dichlorophenyl)-α-(2,6-dichloro-4-nitrophenyl)acetonitrile and 0.8 g (50%) of Raney's nickel. The solution was subjected to reduction with three times as much mol. of hydrogen gas. Insolubles were removed from the reaction mixture, then the remaining solution was concentrated to give the titled compound in a yield of 95%, m.p.191-194° C.

Aufarbeitung

  1. customInsolubles were removed from the reaction mixture
  2. concentrationthe remaining solution was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-51524c40e72b4970b6bd8a86dfb3495d
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211178B1

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