Реакция #64138

Уравнение реакции

ammonia

phosphorus oxychloride

1,1-diethyl-3-(2,6,13-trimethyl-8alpha- ergolinyl)-urea

potassium xanthate

→

1,1-Diethyl,3-(2,6,13-trimethyl-8alpha-ergolinyl)-thiourea

Выход 43.0%

Растворители

dichloromethane

acetonitrile

dichloromethane

acetonitrile

Условия реакции

Обработка

1. 1
   workup.STIRRINGIt is stirred for 2 hours at room temperature
2. 2
   СушкаThe organic phases are dried with sodium sulfate
3. 3
   Концентрированиеconcentrated by evaporation
4. 4
   Другоеthe residue is chromatographed on silica gel with ethyl acetate
5. 5
   Другоеcrystallized from ethyl acetate/diisopropyl ether, yield 43%

Методика

0.5 M1 of freshly distilled phosphorus oxychloride (5.6 mmol) and 368 mg of 1,1-diethyl-3-(2,6,13-trimethyl-8alpha- ergolinyl)-urea (1 mmol) are dissolved in 20 ml of dichloromethane at -20° C. and the mixture is allowed to stir overnight at room temperature. The volatile portions are now drawn off in a vacuum, the residue is dissolved in 40 ml of acetonitrile and mixed with a solution of 0.8 g of potassium xanthate (5.6 mmol) in 80 ml of acetonitrile. It is stirred for 2 hours at room temperature, then ice and conc. ammonia solution are added and shaken out with dichloromethane. The organic phases are dried with sodium sulfate and concentrated by evaporation, the residue is chromatographed on silica gel with ethyl acetate and crystallized from ethyl acetate/diisopropyl ether, yield 43%.

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