5-[4-(Methylsulfonyl)phenyl]-2-nitrothiophene-3-carboxamide → 2-Amino-5-[4-(methylsulfonyl)phenyl]thiophene-3-carboxamide

HRID 385715Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 385715
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:15][C:14]([N+:16]([O-])=O)=[C:13]([C:19]([NH2:21])=[O:20])[CH:12]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3]>CO.[Pt]>[NH2:16][C:14]1[S:15][C:11]([C:8]2[CH:7]=[CH:6][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[CH:10][CH:9]=2)=[CH:12][C:13]=1[C:19]([NH2:21])=[O:20]

Komponenten

4

Edukt 1

HCID 595257655-[4-(Methylsulfonyl)phenyl]-2-nitrothiophene-3-carboxamide

Produkt 1

HCID 582564812-Amino-5-[4-(methylsulfonyl)phenyl]thiophene-3-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23939PlatinumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Nitro reduction, Method A: 5-[4-(Methylsulfonyl)phenyl]-2-nitrothiophene-3-carboxamide (0.96 g, 2.94 mmol) and Pt/C, doped with V (0.191 g, 0.029 mmol) were stirred in MeOH (60 mL) at room temperature under a balloon of H2 for 90 minutes. The catalyst was removed by filtering through Celite, which was subsequently washed with DMF. The solvent was removed in vacuo and the residue triturated in EtOH to give the title compound as a dark brown solid.

Aufarbeitung

  1. customThe catalyst was removed
  2. filtrationby filtering through Celite, which
  3. washwas subsequently washed with DMF
  4. customThe solvent was removed in vacuo
  5. customthe residue triturated in EtOH

Quellen und Nachweise

ORD-Eintrag
ord-6d60e84ed0044eb395e6fdf29b43a93b
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367706B2

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