2-Chloro-N-(2-hydroxyethyl)-5-nitro-benzenesulfonamide → 3-amino-N-(2-hydroxyethyl)benzenesulfonamide

HRID 1259045Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1259045
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[S:11]([NH:14][CH2:15][CH2:16][OH:17])(=[O:13])=[O:12]>CO.[Pd]>[NH2:8][C:5]1[CH:4]=[C:3]([S:11]([NH:14][CH2:15][CH2:16][OH:17])(=[O:13])=[O:12])[CH:2]=[CH:7][CH:6]=1

Komponenten

4

Edukt 1

HCID 145740892-Chloro-N-(2-hydroxyethyl)-5-nitro-benzenesulfonamide

Produkt 1

HCID 4587823-amino-N-(2-hydroxyethyl)benzenesulfonamideAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

2-Chloro-N-(2-hydroxyethyl)-5-nitro-benzenesulfonamide (1.00 g, 3.57 mmol) was dissolved in methanol (35 ml) and placed under an atmosphere of nitrogen prior to the addition of 10% Pd/C (10 Wt %, 100 mg) in one portion. The reaction was evacuated, placed under an atmosphere of hydrogen (1 bar) and stirred vigorously overnight. The reaction was filtered through celite and the filtrate was concentrated in vacuo to afford the named product (0.77 g, 100%); LCMS Rt=1.44 min, m/z (ES+) 217 (M+H).

Aufarbeitung

  1. customThe reaction was evacuated
  2. filtrationThe reaction was filtered through celite
  3. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-98e97ed5a858492589e1c3ff766b0a92
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466201B2

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