Reacción #64673

Ecuación de reacción

1-Chloro-4-hydroxythioxanthone

potassium carbonate

n-Propyl bromide

→

title compound

Rendimiento 75.5%

1-Chloro-4-n-propoxythioxanthone

Rendimiento 75.5%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe resulting mixture heated
2. 2
   Temperaturaunder reflux for 16 hours
3. 3
   TemperaturaThe mixture was then cooled
4. 4
   Otroquenched on to water (250 ml)
5. 5
   FiltraciónThe solid was filtered
6. 6
   Lavadowashed with water the resulting damp solid
7. 7
   Otrorecrystallised from ethanol (50 ml)

Procedimiento

1-Chloro-4-hydroxythioxanthone (7.8 g; 0.03 mol) prepared as above and potassium carbonate (5.0 g; 0.036 mol) was stirred and refluxed for 10 minutes in acetone (50 ml). n-Propyl bromide (5.5 g; 0.045 mol) was added and the resulting mixture heated under reflux for 16 hours. The mixture was then cooled and quenched on to water (250 ml). The solid was filtered and washed with water the resulting damp solid recrystallised from ethanol (50 ml) to afford the title compound (6.9 g; 75.5%) of mp 102°-3°. Analysis C16H13ClO2S=304.777 Requires C 63.05%; H 4.30%; Cl 11.63%; S 10.52% Found C 63.14%; H 4.37%; Cl 11.66%; S 10.63%

Fuente