Methyl 3-(butylamino)-4-nitrobenzoate → Methyl 4-amino-3-(butylamino)benzoate

HRID 14198

Reaktionsgleichung

Reaktionsgleichung von HRID 14198
[CH2:1]([NH:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=1[N+:16]([O-])=O)[C:9]([O:11][CH3:12])=[O:10])[CH2:2][CH2:3][CH3:4]>CO.[Pd]>[NH2:16][C:15]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][C:6]=1[NH:5][CH2:1][CH2:2][CH2:3][CH3:4]

Komponenten

4

Edukt 1

HCID 21086162Methyl 3-(butylamino)-4-nitrobenzoate

Produkt 1

HCID 21086194Methyl 4-amino-3-(butylamino)benzoateAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of methyl 3-(butylamino)-4-nitrobenzoate (1.1 g) and 10% Pd/C (110 mg) in methanol (20 mL) was shaken under an atmosphere of hydrogen at 50 psi for 2 h. The mixture was filtered through diatomaceous earth, and concentrated under reduced pressure to provide 940 mg of the title compound: 1H NMR (300 MHz, DMSO-d6) δ 7.13, 6.94, 6.52, 3.72, 3.02, 1.60, 1.42, 0.93.

Aufarbeitung

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b9085f50ce9a4c8fbcc2879290e18f8e
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727997B2

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