Benzoic acid, 2-(methylamino)-3-nitro-, methyl ester → Benzoic acid, 3-amino-2-(methylamino)-, methyl ester

HRID 1698529

Reaktionsgleichung

Reaktionsgleichung von HRID 1698529
[CH3:1][NH:2][C:3]1[C:12]([N+:13]([O-])=O)=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6]>CO.[Pd]>[NH2:13][C:12]1[C:3]([NH:2][CH3:1])=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6]

Komponenten

4

Edukt 1

HCID 59635415Benzoic acid, 2-(methylamino)-3-nitro-, methyl ester

Produkt 1

HCID 59202087Benzoic acid, 3-amino-2-(methylamino)-, methyl esterAusbeute 99,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 20.7 g (98 mmol) of methyl 2-methylamino-3-nitrobenzoate in 1200 mL of methanol was inerted with nitrogen. To this solution was added 5 g (2.3 mmol) 10% palladium on carbon (50% wet). The reaction was purged with hydrogen and stirred under balloon pressure hydrogen for 7 h. The catalyst was removed by filtration and the filtrate was concentrated in vacuo to give 17.5 g (99%) of the title compound.

Aufarbeitung

  1. customThe reaction was purged with hydrogen
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-68ea76cf536241e090165d4f58efdb04
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163935B2

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