4-amino-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide → 3,4-diamino-N-(3,4-dimethyl-phenyl)-benzenesulfonamide

HRID 1514860Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1514860
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([CH3:19])[CH:13]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:20]([O-])=O>CO.[Pd]>[NH2:20][C:3]1[CH:4]=[C:5]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([CH3:19])[CH:13]=2)(=[O:10])=[O:9])[CH:6]=[CH:7][C:2]=1[NH2:1]

Komponenten

4

Edukt 1

HCID 669661164-amino-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide

Produkt 1

HCID 669651143,4-diamino-N-(3,4-dimethyl-phenyl)-benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 4-amino-N-(3,4-dimethyl-phenyl)-3-nitro-benzenesulfonamide (0.12 g) in MeOH (5 mL) was added 10% Pd/C (0.04 g). The reaction mixture was stirred overnight under H2 balloon. The mixture was filtered through a Celite pad, washed with MeOH, and concentrated in vacuo. The residue was purified by column chromatography (SiO2, EtOAc) to give 3,4-diamino-N-(3,4-dimethyl-phenyl)-benzene-sulfonamide.

Aufarbeitung

  1. filtrationThe mixture was filtered through a Celite pad
  2. washwashed with MeOH
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by column chromatography (SiO2, EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-8b4d5292637a46a1abb8b953e5304980
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222248B2

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