反应 #44982

反应方程式

Pyrazine-2-carbonitrile

sulfuryl chloride

→

title compound

收率 47.4%

3-Chloropyrazine-2-carbonitrile

收率 47.4%

溶剂

toluene

N,N-dimethylformamide

反应条件

后处理

1. 1
   温度cooling
2. 2
   workup.ADDITIONAfter completion of addition
3. 3
   其他The toluene layer is separated
4. 4
   萃取the residual red oil is extracted with diethyl ether
5. 5
   温度cooled with ice
6. 6
   workup.ADDITIONafter pouring
7. 7
   workup.ADDITIONby adding saturated aqueous sodium hydrogen carbonate solution
8. 8
   其他The organic layer is separated
9. 9
   萃取aqueous layer is extracted with diethyl ether
10. 10
    洗涤washed with water
11. 11
    干燥dried over sodium sulfate
12. 12
    其他evaporated
13. 13
    其他to remove the solvent under reduced pressure
14. 14
    其他The resulting residue is purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=4/1)

实验过程

Pyrazine-2-carbonitrile (26.36 g) is dissolved in toluene (187 ml)/N,N-dimethylformamide (19 ml), and thereto is added dropwise sulfuryl chloride (135 g) under ice-cooling. After completion of addition, the reaction solution is warmed to room temperature gradually and stirred overnight. The toluene layer is separated and the residual red oil is extracted with diethyl ether. The organic layers are combined, cooled with ice, and after pouring thereto ice-water, neutralized by adding saturated aqueous sodium hydrogen carbonate solution. The organic layer is separated, and aqueous layer is extracted with diethyl ether. The organic layers are combined, washed with water, dried over sodium sulfate and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=4/1) to give the title compound (16.58 g).

来源