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

HRID 1604310

Reaktionsgleichung

Reaktionsgleichung von HRID 1604310
[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-3d6cc99aef8646acb4aa74eba9d5226e
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05994355

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