Реакция #657289

Уравнение реакции

sodium carbonate

3-(2-chloro-4,5-dimethyl-phenyl)-8-methoxy-1-methyl-1,8-diaza-spiro[4.5]decane-2,4-dione

sodium hydrogen carbonate

sulfuryl chloride

→

3-Chloro-3-(2-chloro-4,5-dimethyl-phenyl)-8-methoxy-1-methyl-1,8-diaza-spiro[4.5]decane-2,4-dione

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Другоеthe layers were separated
2. 2
   Экстракцияthe water phase extracted with ethyl acetate (3×20 ml)
3. 3
   Промывкаthe combined organic phases washed with saturated aqueous sodium carbonate and brine
4. 4
   Сушкаdried over sodium sulfate
5. 5
   Концентрированиеconcentrated
6. 6
   ДругоеThe residue was purified by chromatography on silica gel (ethyl acetate)

Методика

To a solution of 3-(2-chloro-4,5-dimethyl-phenyl)-8-methoxy-1-methyl-1,8-diaza-spiro[4.5]decane-2,4-dione (compound P2.26) (120 mg, 0.342 mmol) and sodium hydrogen carbonate (72 mg, 0.857 mmol) in dichloromethane (5 ml) at −5° C. was added sulfuryl chloride (0.026 ml, 43.3 mg, 0.321 mmol) in dichloromethane (0.5 ml) dropwise. The reaction mixture was stirred at 0° C. for 1.5 hour, poured on saturated aqueous sodium carbonate, the layers were separated, the water phase extracted with ethyl acetate (3×20 ml), the combined organic phases washed with saturated aqueous sodium carbonate and brine, dried over sodium sulfate and concentrated. The residue was purified by chromatography on silica gel (ethyl acetate). Yield: 120 mg of 3-chloro-3-(2-chloro-4,5-dimethyl-phenyl)-8-methoxy-1-methyl-1,8-diaza-spiro[4.5]decane-2,4-dione (title compound P1.1) as a white solid, mp 93-94° C.

Источник