反应 #944046

反应方程式

1-(4-mercaptophenyl)-4-methyl-2-(4-sulfamoylphenyl)-pyrrole

acetic anhydride

pyridine

→

title compound

收率 43.8%

1-(4-Acetylthiophenyl)-4-methyl-2-(4-sulfamoylphenyl)pyrrole

收率 43.8%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   浓缩The reaction mixture was then concentrated by evaporation under reduced pressure
2. 2
   workup.ADDITIONa saturated aqueous solution of sodium hydrogencarbonate was added to the residue
3. 3
   萃取The resulting mixture was then extracted with ethyl acetate
4. 4
   萃取The organic extract
5. 5
   洗涤was washed with water
6. 6
   干燥dried over anhydrous magnesium sulfate
7. 7
   浓缩after which it was concentrated by evaporation under reduced pressure
8. 8
   其他The residue thus obtained
9. 9
   洗涤eluted with a 3:2 by volume mixture of hexane and ethyl acetate

实验过程

0.90 g (2.6 mmol) of 1-(4-mercaptophenyl)-4-methyl-2-(4-sulfamoylphenyl)-pyrrole (prepared as described in Example 129) was dissolved in 15 ml of tetrahydrofuran, and 0.27 ml (2.9 mmol) of acetic anhydride was added to the resulting solution. 0.53 ml (6.5 mmol) of pyridine was then added to the mixture, which was then stirred at room temperature overnight. The reaction mixture was then concentrated by evaporation under reduced pressure, and a saturated aqueous solution of sodium hydrogencarbonate was added to the residue. The resulting mixture was then extracted with ethyl acetate. The organic extract was washed with water and dried over anhydrous magnesium sulfate, after which it was concentrated by evaporation under reduced pressure. The residue thus obtained was applied to a silica gel chromatography column and eluted with a 3:2 by volume mixture of hexane and ethyl acetate, to give 0.44 g (yield 43%) of the title compound as a white powder, melting at 149-152° C.

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