N-Methyl-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide → N-Methyl-3-amino-6-chloro-2-hydroxybenzenesulfonamide

HRID 2301505Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2301505
[CH3:1][NH:2][S:3]([C:6]1[C:11]([Cl:12])=[CH:10][CH:9]=[C:8]([N+:13]([O-])=O)[C:7]=1[OH:16])(=[O:5])=[O:4]>C(OCC)(=O)C.[Pd]>[CH3:1][NH:2][S:3]([C:6]1[C:11]([Cl:12])=[CH:10][CH:9]=[C:8]([NH2:13])[C:7]=1[OH:16])(=[O:5])=[O:4]

Komponenten

4

Edukt 1

HCID 18373432N-Methyl-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide

Produkt 1

HCID 18373530N-Methyl-3-amino-6-chloro-2-hydroxybenzenesulfonamideAusbeute 127,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of N-methyl-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide (140 mg, 0.53 mmol) in ethyl acetate, was added 10% Pd/C (60 mg). The mixture was flushed with argon, then stirred under a hydrogen atmosphere at balloon pressure for 1.5 hours at room temperature. The mixture was filtered through celite and the celite was washed with methanol. The solvent was evaporated to give the desired product (160 mg, >100%). 1H NMR (DMSO-d6): δ 7.95 (bs, 1H), 6.85 (d, 1H), 6.79 (d, 1H), 2.48 (d, 3H).

Aufarbeitung

  1. customThe mixture was flushed with argon
  2. filtrationThe mixture was filtered through celite
  3. washthe celite was washed with methanol
  4. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-c105672e4e834c46af0a78c49699078a
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06500863B1

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