Reaction #1563889

Reaction equation

Compound 25

2-amino-N-(2-methoxyphenyl)-6-(4-nitrophenylthi-o)benzamide

H2O2

→

2-amino-N-(2-methoxyphenyl)-6-((4-nitrophen-yl)sulfinyl)benzamide

Yield 44.3%

Solvents

CH3OH

Conditions

Workup

1. 1
   OtherThe reaction was quenched with MnO2 at RT
2. 2
   FiltrationThe mixture was filtered
3. 3
   Washthe residue was washed with ethyl acetate (3×5 mL)
4. 4
   ConcentrationThe liquid layer was concentrated under reduced pressure
5. 5
   Otherthe oily residue was purified by silica gel column chromatography (1:4 v/v ethyl acetate/petroleum ether)
6. 6
   Otherto provide a yellow solid

Procedure

Compound 25 (1.0 equiv.) was dissolved in CH3OH (30 mL) with a magnetic stirrer at RT, and 35% H2O2 (3.0 equiv.) was added slowly to this solution. This reaction mixture was heated in an oil bath at 66° C. and monitored using TLC. The reaction was quenched with MnO2 at RT. The mixture was filtered and the residue was washed with ethyl acetate (3×5 mL). The liquid layer was concentrated under reduced pressure and the oily residue was purified by silica gel column chromatography (1:4 v/v ethyl acetate/petroleum ether) to provide a yellow solid; 44.3% yield;

Source