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磷酸三聚氰胺改性磁性壳聚糖:一种用于合成生物四氢二吡唑并吡啶和吡唑并吡喃嘧啶衍生物的新型生物相容性催化剂。

Melamine phosphate-modified magnetic chitosan: a novel biocompatible catalyst for the synthesis of biological tetrahydrodipyrazolopyridine and pyrazolopyranopyrimidine derivatives.

作者信息

Mousavi-Ebadi Maryam, Safaei-Ghomi Javad

机构信息

Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, Iran.

出版信息

Front Chem. 2024 May 15;12:1395008. doi: 10.3389/fchem.2024.1395008. eCollection 2024.

Abstract

A novel biocompatible composite was fabricated by the functionalization of magnetic chitosan with the melamine phosphate (MP) ionic compound to serve as a recoverable and bifunctional catalyst, aiming at the diversity-oriented generation of biological tetrahydropyrazolopyridine and pyrazolopyrimidine derivatives. This involved a meticulously orchestrated reaction, exploiting the in situ generated pyrazole alongside aromatic aldehydes, ammonium acetate, and (thio) barbituric acid. The present work manifests outstanding advantages, offering a novel and great method for the optimal synthesis of two valuable heterocyclic series especially five new derivatives. The resulting novel biocompatible composite was comprehensively characterized through a range of analytical techniques, including FT-IR, NH and CO-TPD, XRD, TEM, FE-SEM, VSM, EDX, elemental CHNS analysis, ICP-MS, and NMR spectroscopy. Notably, the study represents a critical step in the preparation of advanced materials from accessible and cost-effective precursors.

摘要

通过用磷酸三聚氰胺(MP)离子化合物对磁性壳聚糖进行功能化制备了一种新型生物相容性复合材料,用作可回收的双功能催化剂,旨在以多样性为导向生成生物四氢吡唑并吡啶和吡唑并嘧啶衍生物。这涉及一个精心策划的反应,利用原位生成的吡唑与芳香醛、醋酸铵和(硫)巴比妥酸反应。目前的工作表现出突出的优势,为两种有价值的杂环系列尤其是五种新衍生物的优化合成提供了一种新颖且出色的方法。通过一系列分析技术对所得新型生物相容性复合材料进行了全面表征,包括傅里叶变换红外光谱(FT-IR)、氨程序升温脱附(NH-TPD)和一氧化碳程序升温脱附(CO-TPD)、X射线衍射(XRD)、透射电子显微镜(TEM)、场发射扫描电子显微镜(FE-SEM)、振动样品磁强计(VSM)、能量散射X射线光谱(EDX)、元素CHNS分析、电感耦合等离子体质谱(ICP-MS)和核磁共振光谱(NMR)。值得注意的是,该研究代表了从易得且经济高效的前体制备先进材料的关键一步。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/637b/11134575/a72f7eb69c11/FCHEM_fchem-2024-1395008_wc_sch1.jpg

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