N-(3-(dimethylamino)propyl)-N-methyl-2-nitro-4-(trifluoromethyl)benzenesulfonamide → 2-amino-N-(3-(dimethylamino)propyl)-N-methyl-4-(trifluoromethyl)benzenesulfonamide

HRID 502714Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 502714
[CH3:1][N:2]([CH3:24])[CH2:3][CH2:4][CH2:5][N:6]([CH3:23])[S:7]([C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:11]=1[N+:20]([O-])=O)(=[O:9])=[O:8]>CCO.[Pd]>[NH2:20][C:11]1[CH:12]=[C:13]([C:16]([F:18])([F:17])[F:19])[CH:14]=[CH:15][C:10]=1[S:7]([N:6]([CH2:5][CH2:4][CH2:3][N:2]([CH3:1])[CH3:24])[CH3:23])(=[O:8])=[O:9]

Komponenten

4

Edukt 1

HCID 59427951N-(3-(dimethylamino)propyl)-N-methyl-2-nitro-4-(trifluoromethyl)benzenesulfonamide

Produkt 1

HCID 594280112-amino-N-(3-(dimethylamino)propyl)-N-methyl-4-(trifluoromethyl)benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To an argon purged solution of N-(3-(dimethylamino)propyl)-N-methyl-2-nitro-4-(trifluoromethyl)benzenesulfonamide (255 mg, 0.69 mmol) in EtOH (10 ml) was added Pd/C (73 mg, 0.069 mmol, 10%). The reaction mixture was placed under an atmosphere of H2 gas and allowed to stir for 2 h. The reaction mixture was purged with argon and filtered through Celite. The reaction was washed with EtOH (10 ml) and concentrated under reduced pressure to afford 2-amino-N-(3-(dimethylamino)propyl)-N-methyl-4-(trifluoromethyl)benzenesulfonamide as a dark oil. MS m/z=340.1 [M+H]+. Calc'd for C13H20F3N3O2S: 339.4.

Aufarbeitung

  1. customThe reaction mixture was purged with argon
  2. filtrationfiltered through Celite
  3. washThe reaction was washed with EtOH (10 ml)
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ec3d15cc6a9b4ed9acf67317d1962d4e
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07776869B2

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