N-(4-Chloro-2-nitrophenyl)benzenesulfonamide → 2-Phenylsulfonylamino-5-chloroaniline

HRID 1279600Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1279600
[C:1]1([S:7]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[N+:18]([O-])=O)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)(=O)C.C(OCC)(=O)C>[C:1]1([S:7]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[NH2:18])(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 1

HCID 555628N-(4-Chloro-2-nitrophenyl)benzenesulfonamide

Produkt 1

HCID 130413992-Phenylsulfonylamino-5-chloroanilineAusbeute 59,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a solution of 2-phenylsulfonylamino-5-chloro-1-nitrobenzene (172 mg; prepared in Reference Example 11.) in acetic acid (4 ml), reduced iron powder (154 mg) was added at room temperature under an atmosphere of argon. The suspension was stirred for 2 hours at 120° C. The reaction suspension was diluted with ethyl acetate and filtered. The filtrate was concentrated under the reduced pressure. The residue was purified on silica gel column chromatography (AcOEt-hexane) to give the title compound (92 mg) having the following physical data.

Aufarbeitung

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under the reduced pressure
  3. customThe residue was purified on silica gel column chromatography (AcOEt-hexane)

Quellen und Nachweise

ORD-Eintrag
ord-9779766ede174381925a943624cd1cf4
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06448290B1

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