Réaction #2146722

Équation de réaction

2-chlorothioxanthone

thiophenol

potassium hydroxide

N,N-dimethylformamide

→

2-(phenylthio)thioxanthone

Rendement 45.0%

Solvants

water

Conditions de réaction

Traitement

1. 1
   Autrereact at 130° C. for 9 hours
2. 2
   Autrewas precipitated
3. 3
   FiltrationThis was filtered
4. 4
   Lavagethe residue was washed with water until the pH of the filtrate
5. 5
   AutreThen the residue was dried under reduced pressure
6. 6
   Autreaffording a yellow powdery product
7. 7
   AutreThe product was purified by column chromatography (eluate:toluene/hexane=1/1:volume ratio)

Mode opératoire

After mixing 11.0 parts of 2-chlorothioxanthone, 4.9 parts of thiophenol, 2.5 parts of potassium hydroxide, and 162 parts of N,N-dimethylformamide uniformly and then making them react at 130° C. for 9 hours, 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:toluene/hexane=1/1:volume ratio) to afford 2-(phenylthio)thioxanthone in a yield of 45%. The product was identified by 1H-NMR {d6-dimethyl sulfoxide, δ (ppm) 8.43 (1H, d), 8.25 (1H, s), 7.75-7.90 (3H, m), 7.66 (1H, d), 7.60 (1H, t), 7.42-7.46 (5H, m)}.

Source