3-fluoro-N-methyl-5-nitrobenzamide → 3-amino-5-fluoro-N-methylbenzamide

HRID 522846Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 522846
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([N+:12]([O-])=O)[CH:11]=1)[C:5]([NH:7][CH3:8])=[O:6]>[Pd].CCO>[NH2:12][C:10]1[CH:9]=[C:4]([CH:3]=[C:2]([F:1])[CH:11]=1)[C:5]([NH:7][CH3:8])=[O:6]

Komponenten

4

Edukt 1

HCID 594427293-fluoro-N-methyl-5-nitrobenzamide

Produkt 1

HCID 673547273-amino-5-fluoro-N-methylbenzamideAusbeute 101,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a roundbottom flask charged with 3-fluoro-N-methyl-5-nitrobenzamide (961 mg, 4.85 mmol) was added EtOH (16 mL). The resulting suspension was thoroughly purged with nitrogen prior to the addition of 10% Pd/C (43 mg, 0.485 mmol). The reaction mixture was purged with H2 (g), then stirred under 1 atm. H2 balloon at RT. After 2 d, the reaction mixture was filtered through Celite® (diatomaceous earth) with the aid of EtOH and the filtrate was dried under reduced pressure to afford 3-amino-5-fluoro-N-methylbenzamide (825 mg, 4.91 mmol, 100%).

Aufarbeitung

  1. customThe resulting suspension was thoroughly purged with nitrogen
  2. customThe reaction mixture was purged with H2 (g)
  3. customat RT
  4. filtrationthe reaction mixture was filtered through Celite® (diatomaceous earth) with the aid of EtOH
  5. customthe filtrate was dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-65056796dbff4bf9892b7f4dde29c0b8
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09334269B2

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