反应 #499165

反应方程式

Sodium hydride

Thiomorpholin-3-one

2-(4-methylpiperazin-1-yl)-benzaldehyde

→

2-{hydroxy-[2-(4-methylpiperazin-1-yl)phenyl]-methyl}-thiomorpholin-3-one

溶剂

—

hexanes

THF

反应条件

后处理

1. 1
   温度The reaction was then heated
2. 2
   温度to reflux overnight
3. 3
   浓缩concentrated in vacuo
4. 4
   workup.DISSOLUTIONThe residue was dissolved in methylene chloride
5. 5
   洗涤washed with aqueous ammonium chloride (NH4Cl) and saturated brine
6. 6
   干燥dried with MgSO4
7. 7
   其他Purification

实验过程

Sodium hydride (930 mg, 23.3 mmol of 60% oil dispersion) was washed with hexanes under a nitrogen atmosphere and suspended in 100 mL of anhydrous THF. Thiomorpholin-3-one (1.0 g, 8.55 mmol) was added, followed immediately by 2-(4-methylpiperazin-1-yl)-benzaldehyde (1.58 g., 7.75 mmol). The reaction was then heated to reflux overnight, cooled to room temperature and concentrated in vacuo. The residue was dissolved in methylene chloride and washed with aqueous ammonium chloride (NH4Cl) and saturated brine and then dried with MgSO4. Purification using flash chromatography gave 2-{hydroxy-[2-(4-methylpiperazin-1-yl)phenyl]-methyl}-thiomorpholin-3-one as a white solid, m.p. 137-139° C. Mass spectrum 322 (M+1).

来源