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磺基乙酰胺均苯三甲酰亚胺功能化 MCM-41 作为一种多功能杂化催化剂用于熔融辅助无溶剂法合成生物活性的 3,4-二氢嘧啶-2-(1H)-酮。

Sulfamic acid pyromellitic diamide-functionalized MCM-41 as a multifunctional hybrid catalyst for melting-assisted solvent-free synthesis of bioactive 3,4-dihydropyrimidin-2-(1H)-ones.

机构信息

Pharmaceutical and Heterocyclic Compounds Research Laboratory, Department of Chemistry, Iran University of Science and Technology, 16846-13114, Tehran, Iran.

出版信息

Sci Rep. 2021 May 27;11(1):11199. doi: 10.1038/s41598-021-89572-y.

Abstract

This study introduces a practical approach to fabricate a novel hybrid acidic catalyst, namely sulfamic acid pyromellitic diamide-functionalized MCM-41 (MCM-41-APS-PMDA-NHSOH). Various techniques such as FTIR, TGA, XRD, BET, FESEM, and EDX were used to confirm its structural characteristics. The efficiency of the new MCM-41-APS-PMDA-NHSOH organosilica nanomaterials, as a heterogenous nanocatalyst, was examined in the synthesis of biologically active 3,4-dihydropyrimidin-2-(1H)-one derivatives under solvent-free conditions. It was found that the nanoporous MCM-41-APS-PMDA-NHSOH, demonstrating acidic nature and high surface area, can activate all the Biginelli reaction components to afford desired 3,4-dihydropyrimidin-2-(1H)-ones under solvent-free conditions in short reaction time. Furthermore, easy and quick isolation of the new introduced hybrid organosilica from the reaction mixture as well as its reusability with negligible loss of activity in at least five consecutive runs are another advantages of this green protocol.

摘要

本研究介绍了一种实用的方法来制备新型杂化酸性催化剂,即磺酰胺基均苯四甲酸二酰亚胺功能化 MCM-41(MCM-41-APS-PMDA-NHSOH)。采用 FTIR、TGA、XRD、BET、FESEM 和 EDX 等多种技术对其结构特征进行了确认。新型 MCM-41-APS-PMDA-NHSOH 有机硅纳米材料作为一种多相纳米催化剂,在无溶剂条件下用于合成具有生物活性的 3,4-二氢嘧啶-2-(1H)-酮衍生物的合成中进行了效率评估。结果表明,具有酸性和高表面积的纳米多孔 MCM-41-APS-PMDA-NHSOH 可以激活所有的 Biginelli 反应成分,在无溶剂条件下,在短反应时间内提供所需的 3,4-二氢嘧啶-2-(1H)-酮。此外,从反应混合物中易于快速分离新型引入的杂化有机硅,以及在至少五个连续运行中几乎没有活性损失的可重复使用性是该绿色方案的另一个优点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9aa1/8159994/821d1fba9aa2/41598_2021_89572_Sch1_HTML.jpg

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