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

HRID 1665221

Reaktionsgleichung

Reaktionsgleichung von HRID 1665221
[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]>O1CCCC1.[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 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a suspension of methyl 2-(methylamino)-3-nitrobenzoate (2.10 g, 10.0 mmol) in tetrahydrofuran (40 mL) was added palladium on carbon (210 mg), and the mixture was purged with hydrogen and stirred under balloon pressure hydrogen for 2 hr at room temperature. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo to give the title compound (1.80 g, 10.0 mmol, 100%) as a pale yellow oil.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-12a9ff79db85438388d53b49bc1aff21
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08039500B2

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