反应 #1726700

反应方程式

sodium thiosulfate

5-amino-2-(methylsulfanyl)-4-phenylthiazole

3-chloroperbenzoic acid

sodium bicarbonate

3-chloroperbenzoic acid

→

5-amino-2-(methylsulfonyl)-4-phenylthiazole

收率 26.0%

溶剂

dichloromethane

dichloromethane

反应条件

后处理

1. 1
   温度to warm to ambient temperature
2. 2
   workup.ADDITION1.4 mmol) was added portionwise
3. 3
   萃取extracted three times into dichloromethane (total 100 ml)
4. 4
   洗涤The combined organic phases were washed with saturated aqueous sodium bicarbonate and brine
5. 5
   干燥dried over sodium sulfate
6. 6
   浓缩concentrated in vacuo
7. 7
   其他to give a dark brown foam

实验过程

To 5-amino-2-(methylsulfanyl)-4-phenylthiazole (302 mg, 1.36 mmol) in dichloromethane (5.0 ml) was added portionwise 3-chloroperbenzoic acid (638 mg, 77% wt, 2.9 mmol) with cooling to 0° C. The mixture was diluted with dichloromethane (3.0 ml) and after 5 min allowed to warm to ambient temperature. After 3 hr a further quantity of 3-chloroperbenzoic acid (305 mg, 77% wt, 1.4 mmol) was added portionwise. After 20 hr the mixture was treated with sodium thiosulfate (2 ml, 1.0 M), poured into saturated aqueous sodium bicarbonate and extracted three times into dichloromethane (total 100 ml). The combined organic phases were washed with saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate and concentrated in vacuo to give a dark brown foam. Flash chromatography on silica gel (ethyl acetate/hexanes) yielded pure 5-amino-2-(methylsulfonyl)-4-phenylthiazole (90 mg, 26%).

来源