N,N-diethyl-2-nitrobenzenesulfonamide → 2-Amino-N,N-diethylbenzenesulfonamide

HRID 1105748Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1105748
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])(=[O:12])=[O:11])([O-])=O.[H][H]>[Pd].C(OCC)(=O)C>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])(=[O:12])=[O:11]

Komponenten

5

Edukt 2

HCID 4229519N,N-diethyl-2-nitrobenzenesulfonamideHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 128195982-Amino-N,N-diethylbenzenesulfonamideAusbeute 104,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In a pressure vessel a mixture of 133 g of o-nitro-N,N-diethylbenzenesulfonamide, 5 g of 10% palladium on carbon, and 500 ml of ethyl acetate was shaken at 130° under 500 psi hydrogen pressure until hydrogen was no longer absorbed. The reaction mixture was cooled and the catalyst filtered off. Evaporation of the solvent in-vacuo gave 123 g of o-amino-N,N-diethylbenzenesulfonamide as a viscous oil which slowly crystallized to a solid, m.p. 45°-51°.

Aufarbeitung

  1. customwas no longer absorbed
  2. temperatureThe reaction mixture was cooled
  3. filtrationthe catalyst filtered off
  4. customEvaporation of the solvent in-vacuo

Quellen und Nachweise

ORD-Eintrag
ord-26f3400be9384ad1bdc3a4d129cbc533
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04310346

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