Reaction #2146723

Reaction equation

hydrogen peroxide

2-(phenylthio)thioxanthone

acetonitrile

sulfuric acid

→

2-[(phenyl)sulfinyl]thioxanthone

Yield 83.0%

Solvents

water

Conditions

Workup

1. 1
   TemperatureSubsequently, the reaction solution was cooled to room temperature (about 25° C.)
2. 2
   Otherwas precipitated
3. 3
   FiltrationThis was filtered
4. 4
   Washthe residue was washed with water until the pH of the filtrate
5. 5
   OtherThen the residue was dried under reduced pressure
6. 6
   Otheraffording a yellow powdery product
7. 7
   OtherThe product was purified by column chromatography (eluate: ethyl acetate/toluene=⅓:volume ratio)

Procedure

While 11.2 parts of 2-(phenylthio)thioxanthone synthesized in Production Example 1, 215 parts of acetonitrile, and 0.02 parts of sulfuric acid were stirred at 40° C., 4.0 parts of a 30% aqueous hydrogen peroxide solution was dropped thereto slowly and then a reaction was performed at 40 to 45° C. for 14 hours. Subsequently, the reaction solution was cooled to room temperature (about 25° C.) and then was poured into 200 parts of distilled water, so that the product was precipitated. This was filtered and the residue was washed with water until the pH of the filtrate became neutral. Then the residue was dried under reduced pressure, affording a yellow powdery product. The product was purified by column chromatography (eluate: ethyl acetate/toluene=⅓:volume ratio) to afford 2-[(phenyl)sulfinyl]thioxanthone in a yield of 83%. The product was identified by 1H-NMR {d6-dimethyl sulfoxide, δ (ppm) 8.75 (1H, s), 8.45 (1H, d), 8.01 (2H, d), 7.75-7.85 (4H, m), 7.53-7.62 (4H, m)}.

Source