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

HRID 415691Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 415691
[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-cc3353eea604427f8b44b4cc35467b22
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08088791B2

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