2,5-Dichloro-4-nitro-thiophene-3-carboxylic acid methylamide → 4-Amino-2,5-dichloro-thiophene-3-carboxylic acid methylamide

HRID 1041743Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1041743
[CH3:1][NH:2][C:3]([C:5]1[C:9]([N+:10]([O-])=O)=[C:8]([Cl:13])[S:7][C:6]=1[Cl:14])=[O:4].[H][H]>C(O)C.[Ni]>[CH3:1][NH:2][C:3]([C:5]1[C:9]([NH2:10])=[C:8]([Cl:13])[S:7][C:6]=1[Cl:14])=[O:4]

Komponenten

5

Edukt 2

HCID 672643122,5-Dichloro-4-nitro-thiophene-3-carboxylic acid methylamideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 672645864-Amino-2,5-dichloro-thiophene-3-carboxylic acid methylamideAusbeute 102,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2,5-dichloro-4-nitro-thiophene-3-carboxylic acid methylamide (565 mg) and Raney Ni (50 mg) in ethanol was stirred under 1 atm hydrogen for 5 hours. The reaction mixture was filtered and concentrated to afford 510 mg of 4-amino-2,5-dichloro-thiophene-3-carboxylic acid methylamide: 1H NMR (300 MHz, CDCl3) δ 3.8-3.6 (bs, 3H), 3.0 (d, 3H).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7332962e422d469888af18b803ae9326
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552186B2

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