反应 #474414

反应方程式

[2-nitro-1-(4-nitrophenyl)-ethylsulfanyl]-acetic acid methyl ester

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title product

收率 11.0%

6-(4-aminophenyl)-thiomorpholin-3-one

收率 11.0%

溶剂

Acetic acid

反应条件

后处理

1. 1
   温度The well-stirred suspension was heated
2. 2
   温度at reflux for 0.5 h
3. 3
   过滤filtered through activated charcoal
4. 4
   其他evaporated
5. 5
   workup.ADDITIONDichloromethane (50 mL), water (30 mL) and 10% aqueous NaOH (50 mL) were added
6. 6
   过滤The suspension was filtered through Perlite
7. 7
   其他the layers were separated
8. 8
   萃取the aqueous layer was extracted with dichloromethane (2×20 mL)
9. 9
   洗涤the combined organic layers were washed with water (10 mL)
10. 10
    干燥dried over sodium sulfate
11. 11
    其他evaporated
12. 12
    其他The residue was triturated with chloroform (10 mL)
13. 13
    其他the solid was collected
14. 14
    洗涤washed with chloroform (2 mL)

实验过程

Acetic acid (240 mL) was heated to 72° C., then Zn (25.38 g, 388 mmol) and [2-nitro-1-(4-nitrophenyl)-ethylsulfanyl]-acetic acid methyl ester (3.00 g, 10.00 mmol) were added in one portion. The well-stirred suspension was heated at reflux for 0.5 h, filtered through activated charcoal and evaporated. Dichloromethane (50 mL), water (30 mL) and 10% aqueous NaOH (50 mL) were added. The suspension was filtered through Perlite, the layers were separated and the aqueous layer was extracted with dichloromethane (2×20 mL). the combined organic layers were washed with water (10 mL), dried over sodium sulfate and evaporated. The residue was triturated with chloroform (10 mL) and the solid was collected and washed with chloroform (2 mL) to obtain the title product (0.225 g, 1.08 mmol, 11%). ESMS m/z 209 (M+H)+.

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