N-(4-Phenoxyphenyl)acetamide → N-(4-Phenoxy-phenyl)-thioacetamide

HRID 538617Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 538617
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15](=O)[CH3:16])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:27])=CC=1>C1(C)C=CC=CC=1>[O:1]([C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15](=[S:27])[CH3:16])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 80579N-(4-Phenoxyphenyl)acetamideHCID 87949Lawesson's reagent

Produkt 1

HCID 59402779N-(4-Phenoxy-phenyl)-thioacetamideAusbeute 86,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a solution of N-(4-phenoxy-phenyl)-acetamide (1.20 g, 5.28 mmol) in 10 ml of toluene was added Lawesson's reagent (1.50 g, 3.70 mmol). The reaction mixture was heated at 120° C. for 2 h. After the completion of the reaction (TLC monitoring), the reaction mixture was evaporated to dryness under reduced pressure. The residue was purified by column chromatography on silica (60-120 M) using ethyl acetate/hexane (5:95) as the eluent to provide the title compound (0.78 g, 60.7%).

Aufarbeitung

  1. customAfter the completion of the reaction (TLC monitoring)
  2. customthe reaction mixture was evaporated to dryness under reduced pressure
  3. customThe residue was purified by column chromatography on silica (60-120 M)

Quellen und Nachweise

ORD-Eintrag
ord-e571c8c8df594c3dbca6ee9ddc740d78
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865736B2

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