Cesium carbonate → N-[4-(4-Hydroxy-2-nitro-phenylsulfanyl)-phenyl]-acetamide

HRID 883911

Reaktionsgleichung

Reaktionsgleichung von HRID 883911
[N+:1]([C:4]1[CH:5]=[C:6]([OH:11])[CH:7]=[CH:8][C:9]=1Cl)([O-:3])=[O:2].[C:12]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([SH:22])=[CH:18][CH:17]=1)(=[O:14])[CH3:13].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[OH:11][C:6]1[CH:7]=[CH:8][C:9]([S:22][C:19]2[CH:18]=[CH:17][C:16]([NH:15][C:12](=[O:14])[CH3:13])=[CH:21][CH:20]=2)=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 691274-Chloro-3-nitrophenolHCID 707774'-Mercaptoacetanilide

Produkt 1

HCID 67249335N-[4-(4-Hydroxy-2-nitro-phenylsulfanyl)-phenyl]-acetamideAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 3-nitro-4-chloro phenol (1.59 g, 8.97 mmol), 4-acetamidothiophenol (2 g, 10.76 mmol) and cesium carbonate (7.0 g, 21.53 mmol) in DMF (20 mL) was heated 2.5 h at 100° C. The mixture was cooled, poured onto ice and the resulting solid is collected by filtration and dried under vacuum the title compound leaving a yellow solid (2.7 g, 100%).

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. additionpoured onto ice
  3. filtrationthe resulting solid is collected by filtration
  4. dry with materialdried under vacuum the title compound

Quellen und Nachweise

ORD-Eintrag
ord-911e024ca10e470ab9d11f43a6db3809
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08236950B2

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