Reaktion #327530

Reaktionsgleichung

ethyl 2-oxo-1,2-dihydroquinoxaline-3-carboxylate

potassium carbonate

potassium iodide

chloromethyl methyl sulfide

→

ethyl 1-(methylthiomethyl)-2-oxo-1,2-dihydroquinoxaline-3-carboxy late

Ausbeute 55.0%

Lösungsmittel

diethyl ether

ethyl acetate

water

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe solution was refluxed for 5 hours
2. 2
   SonstigeAfter completion of the reaction
3. 3
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
4. 4
   Sonstigeto the residue thus obtained
5. 5
   workup.ADDITIONwas added
6. 6
   SonstigeThe resulting mixture was separated
7. 7
   TrocknenThe organic layer was dried over anhydrous magnesium sulfate
8. 8
   Sonstigethe inorganic matter was separated by filtration
9. 9
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
10. 10
    Sonstigethe residue thus obtained

Vorschrift

5.0 g (22.9 mmol) of ethyl 2-oxo-1,2-dihydroquinoxaline-3-carboxylate, 3.8 g (27.5 mmol) of potassium carbonate, 4.56 g (27.5 mmol) of potassium iodide and 2.43 g (25.2 mmol) of chloromethyl methyl sulfide were dissolved in acetone (100 mL), and the solution was refluxed for 5 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, and to the residue thus obtained, a mixture of water and ethyl acetate was added. The resulting mixture was separated. The organic layer was dried over anhydrous magnesium sulfate, and the inorganic matter was separated by filtration. The solvent was distilled off under reduced pressure, and the residue thus obtained was solidified using diethyl ether, to obtain 3.5 g (yield: 55%) of ethyl 1-(methylthiomethyl)-2-oxo-1,2-dihydroquinoxaline-3-carboxy late as a white powder.

Quelle