Methanol → Methyl 2-((phenylcarbonothioyl)thio)acetate

HRID 1039165

Reaktionsgleichung

Reaktionsgleichung von HRID 1039165
[C:1]([S:9][CH2:10][C:11]([OH:13])=[O:12])(=[S:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[CH3:18]O>>[CH3:18][O:12][C:11](=[O:13])[CH2:10][S:9][C:1](=[S:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 70336((Phenylthioxomethyl)thio)acetic acid

Produkt 1

HCID 71356278Methyl 2-((phenylcarbonothioyl)thio)acetateAusbeute 97 %

Versuchsvorschrift

Add a solution of thiobenzoylsulfanylacetic acid (5.5 g, 26.0 mmol) in methanol (100 mL) and to a solution of thionyl chloride (52 mL) at room temperature under nitrogen and heat the mixture at reflux for 12 hours. Remove the solvent under reduced pressure, dissolve the residue in ethyl acetate (200 mL), wash with saturated NaHCO3 (200 mL) and brine (200 mL) solutions, and dry over sodium sulfate. Remove the solvent under reduced pressure to provide thiobenzoylsulfanylacetic acid methyl ester (5.7 g, 97%).

Aufarbeitung

  1. temperatureat reflux for 12 hours
  2. customRemove the solvent under reduced pressure
  3. dissolutiondissolve the residue in ethyl acetate (200 mL)
  4. washwash with saturated NaHCO3 (200 mL) and brine (200 mL) solutions
  5. dry with materialdry over sodium sulfate
  6. customRemove the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-688984c870574770a6a80db22151b732
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552039B2

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