Convenient N-Alkylation of amines using an effective magnetically separable supported ionic liquid containing an anionic polyoxometalate
作者:Mohammad Hadi Ghasemi、Elaheh Kowsari
DOI:10.1007/s11164-016-2741-2
日期:2017.3
An effective synthesis of anion-exchanged supported ionic liquid using magnetically separable nanoparticles and its catalytic effect on N-alkylation reactions is described. Anionic polyoxometalate derivative was used in the anion-exchange step in catalyst design. The catalytic system can be easily separated from the reaction mixture with external magnetic field and recycled in subsequent reactions. In order to evaluate catalyst repeatability, N-alkylation of some more amines such as Aniline, 4-aminobenzenesulfonamide, 4-methoxyaniline, 2-aminopyrimidin and 4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine in the presence of recoverable catalyst was successfully examined in this article. In addition, pramipexole dihydrochloride as an active pharmaceutical ingredient was successfully synthesized using the catalytic system. The structure of catalyst was determined by infrared spectroscopy, X-ray powder diffraction, and scanning electron microscope techniques. The structure of organic products was determined by 1H NMR, 13C NMR, infrared and Mass spectroscopy.
介绍了利用磁性可分离纳米粒子有效合成阴离子交换支撑离子液体及其对 N- 烷基化反应的催化作用。在催化剂设计的阴离子交换步骤中使用了阴离子聚氧化金属酸盐衍生物。在外部磁场的作用下,催化体系可以很容易地从反应混合物中分离出来,并在后续反应中循环使用。为了评估催化剂的可重复性,本文成功研究了在可回收催化剂存在下对苯胺、4-氨基苯磺酰胺、4-甲氧基苯胺、2-氨基嘧啶和 4,5,6,7-四氢苯并[d]噻唑-2,6-二胺等更多胺的 N- 烷基化反应。此外,该催化系统还成功合成了盐酸普拉克索(一种活性药物成分)。通过红外光谱、X 射线粉末衍射和扫描电子显微镜技术测定了催化剂的结构。有机产物的结构由 1H NMR、13C NMR、红外光谱和质谱测定。