Reaktion #499166

Reaktionsgleichung

4-(3,4-dichlorophenyl)-2-[2-(4-methylpiperazin-1-yl)-benzylidene]-thiomorpholin-3-one

a-chloroethyl chloroformate

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title compound

4-(3,4-Dichlorophenyl)-2-(2-piperazin-1-ylbenzylidene)-thiomorpholin-3-one

Lösungsmittel

1,2-dichloroethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed overnight
2. 2
   SonstigeThe solvent was then removed in vacuo and 10 mL of methanol
3. 3
   workup.ADDITIONwas added
4. 4
   Temperaturrefluxed for 30 minutes
5. 5
   Sonstigeremoval of the solvent
6. 6
   Extraktionthe residue was extracted into methylene chloride
7. 7
   Waschenwashed with saturated aqueous sodium carbonate (Na2CO3) and saturated brine
8. 8
   Trocknendried with magnesium sulfate
9. 9
   Einengenconcentrated to a foam

Vorschrift

Under a nitrogen atmosphere, a mixture of 4-(3,4-dichlorophenyl)-2-[2-(4-methylpiperazin-1-yl)-benzylidene]-thiomorpholin-3-one (338 mg, 0.756 mmol) in 9 mL of anhydrous 1,2-dichloroethane was treated with a-chloroethyl chloroformate (98 μL 0.907 mmol) and refluxed overnight. The solvent was then removed in vacuo and 10 mL of methanol was added and refluxed for 30 minutes. Following removal of the solvent, the residue was extracted into methylene chloride and washed with saturated aqueous sodium carbonate (Na2CO3) and saturated brine, dried with magnesium sulfate and concentrated to a foam. Flash chromatography using triethyl amine/methanol/ethyl acetate (1:2:97) gave the purified free base of the title compound.

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