N-[4-bromo-3-(trifluoromethyl)phenyl]-2-nitrobenzamide → 2-Amino-N-(4-bromo-3-trifluoromethylphenyl)benzamide

HRID 8898

Reaktionsgleichung

Reaktionsgleichung von HRID 8898
[N+:1]([C:4]1[CH:23]=[CH:22][CH:21]=[CH:20][C:5]=1[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[C:11]([C:16]([F:19])([F:18])[F:17])[CH:10]=1)=[O:7])([O-])=O.[H][H]>CO.[Ni]>[NH2:1][C:4]1[CH:23]=[CH:22][CH:21]=[CH:20][C:5]=1[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([Br:15])=[C:11]([C:16]([F:19])([F:17])[F:18])[CH:10]=1)=[O:7]

Komponenten

5

Edukt 2

HCID 1300995N-[4-bromo-3-(trifluoromethyl)phenyl]-2-nitrobenzamide2×HCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 112683582-Amino-N-(4-bromo-3-trifluoromethylphenyl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 2-nitro-N-(4-bromo-3-trifluoromethylphenyl)benzamide (intermediate 1a; 32 g, 82 mmol) in methanol (1000 mL) is hydrogenated at atmospheric pressure over Raney nickel (6 g) at 21° C. The calculated amount of hydrogen is taken up after 7 hours. The mixture is filtered and the solvent is evaporated under reduced pressure to yield the crude product which is purified by recrystallisation from diethylether-hexane to give the title compound as a colourless crystalline solid, m.p. 142–144° C.

Aufarbeitung

  1. filtrationThe mixture is filtered
  2. customthe solvent is evaporated under reduced pressure
  3. customto yield the crude product which
  4. customis purified by recrystallisation from diethylether-hexane

Quellen und Nachweise

ORD-Eintrag
ord-fa30808a5c6741da93b67d37f1883a74
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091224B2

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