Mirhosseini-Eshkevari Boshra, Esnaashari Manzarbanoo, Ghasemzadeh Mohammad Ali
Department of Chemistry, North Tehran Branch, Islamic Azad University, P.O. Box 1913674711, Tehran, I. R. Iran.
Department of Chemistry, Qom Branch, Islamic Azad University, P.O. Box 37491-13191, Qom, I. R. Iran.
ACS Omega. 2019 Jun 18;4(6):10548-10557. doi: 10.1021/acsomega.9b00178. eCollection 2019 Jun 30.
The effective and simple one-pot, three-component protocol for the synthesis of dihydropyrido[2,3-]pyrimidine derivatives is presented using a triethylenediamine or imidazole Brönsted acidic, ionic-liquid-supported Zr metal-organic framework (TEDA/IMIZ-BAIL@UiO-66) as a green, novel, and retrievable heterogeneous catalyst under mild conditions. The multicomponent reactions of 6-amino-1,3-dimethyl uracil, various aromatic aldehydes, and acetyl acetone were conducted under solvent-free conditions so that dihydropyrido[2,3-]pyrimidine derivatives can be obtained. It is possible to separate and purify the respective products easily using crystallization. We can recycle the catalysts six times without losing any major activity. Also, the characterization of the catalyst was done by energy-dispersive X-ray, field emission scanning electron microscopy, Fourier transform infrared, Brunauer-Emmett-Teller, X-ray diffraction, and thermogravimetric analysis analyses.
介绍了一种有效且简单的一锅三组分合成二氢吡啶并[2,3 - ]嘧啶衍生物的方法,该方法使用三亚乙基二胺或咪唑布朗斯特酸性离子液体负载的Zr金属有机框架(TEDA/IMIZ - BAIL@UiO - 66)作为绿色、新型且可回收的多相催化剂,反应在温和条件下进行。6 - 氨基 - 1,3 - 二甲基尿嘧啶、各种芳香醛和乙酰丙酮的多组分反应在无溶剂条件下进行,从而可获得二氢吡啶并[2,3 - ]嘧啶衍生物。通过结晶可以轻松地分离和纯化各个产物。催化剂可以循环使用六次而不会损失任何主要活性。此外,通过能量色散X射线、场发射扫描电子显微镜、傅里叶变换红外光谱、布鲁诺尔 - 埃米特 - 泰勒比表面积测定法、X射线衍射和热重分析对催化剂进行了表征。