反応 #64674

反応方程式

Acetyl chloride

1-Chloro-4-hydroxythioxanthone

Example 1

1,4-Dimethoxythioxanthone

pyridine

→

title compound

4-Acetyloxy-1-chlorothioxanthone

溶媒

acetone

反応条件

後処理

1. 1
   温度heated
2. 2
   温度under reflux for a further hour
3. 3
   温度The mixture was cooled to 20°
4. 4
   その他quenched with water (150 ml)
5. 5
   抽出The resulting solution was extracted with chloroform (50 ml)
6. 6
   その他separated
7. 7
   洗浄the organic phase washed twice with water
8. 8
   その他The organic phase was evaporated to dryness under reduced pressure
9. 9
   その他the residue crystallised from methanol with a carbon treatment

実験手順

1-Chloro-4-hydroxythioxanthone as prepared in Example 1 (13.1 g) and pyridine (1O g) was stirred in acetone (50 ml) at 50°. Acetyl chloride (4.3 g) was added over 0.25 h and the mixture stirred and heated under reflux for a further hour. The mixture was cooled to 20° and quenched with water (150 ml). The resulting solution was extracted with chloroform (50 ml), separated and the organic phase washed twice with water. The organic phase was evaporated to dryness under reduced pressure and the residue crystallised from methanol with a carbon treatment to afford the title compound, 4.1 g (27.0%) as a pale yellow solid of mp 141°-42°. Analysis C15H9ClO3S=304.745 Requires C 59.11% H 2.98% Cl 11.63% S 10.52% Found C 59.10% H 3.06% Cl 11.59% S 10.41%

出典