N-(4-Methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide → N-(3-amino-4-methylphenyl)-3-(trifluoromethyl)benzamide

HRID 1051249

Reaktionsgleichung

Reaktionsgleichung von HRID 1051249
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)=[CH:4][C:3]=1[N+:21]([O-])=O>[Pd].CO>[NH2:21][C:3]1[CH:4]=[C:5]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:17])([F:18])[F:19])[CH:11]=2)[CH:6]=[CH:7][C:2]=1[CH3:1]

Komponenten

4

Edukt 1

HCID 11716802N-(4-Methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide

Produkt 1

HCID 11529455N-(3-amino-4-methylphenyl)-3-(trifluoromethyl)benzamideAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

N-(4-Methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide (10.6 g, 32.7 mmol) obtained in Step (1) was stirred in a solvent of methanol. The reaction solution was mixed with Pd/C (1 g, 9.40 mmol), followed by stirring under hydrogen conditions for about 2 hours at room temperature. The reaction mixture was filtered through a Celite pad under reduced pressure, and washed with methanol. The filtrate was concentrated under reduced pressure to obtain the title compound (8.9 g, 93%).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through a Celite pad under reduced pressure
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-16578fa5b96949138c778865ab160619
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09388165B2

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