Реакция #499166

Уравнение реакции

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

Растворители

1,2-dichloroethane

Условия реакции

Обработка

1. 1
   Температураrefluxed overnight
2. 2
   ДругоеThe solvent was then removed in vacuo and 10 mL of methanol
3. 3
   workup.ADDITIONwas added
4. 4
   Температураrefluxed for 30 minutes
5. 5
   Другоеremoval of the solvent
6. 6
   Экстракцияthe residue was extracted into methylene chloride
7. 7
   Промывкаwashed with saturated aqueous sodium carbonate (Na2CO3) and saturated brine
8. 8
   Сушкаdried with magnesium sulfate
9. 9
   Концентрированиеconcentrated to a foam

Методика

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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