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在无溶剂条件下,以SOH@imineZCMNPs作为新型高效可重复使用的酸性纳米催化剂催化一锅法合成3,4-二氢嘧啶-2(1)-酮

One-pot synthesis of 3,4-dihydropyrimidin-2(1)-ones catalyzed by SOH@imineZCMNPs as a novel, efficient and reusable acidic nanocatalyst under solvent-free conditions.

作者信息

Abbaspour-Gilandeh Esmayeel, Yahyazadeh Asieh, Aghaei-Hashjin Mehraneh

机构信息

Chemistry Department, University of Guilan 41335-1914 Rasht Iran

Young Researchers and Elites Club, Ardabil Branch, Islamic Azad University Ardabil Iran.

出版信息

RSC Adv. 2018 Dec 3;8(70):40243-40251. doi: 10.1039/c8ra08622b. eCollection 2018 Nov 28.

Abstract

The synthesis of 3,4-dihydropyrimidin-2(1)-one derivatives was accomplished efficiently a three-component reaction between ethyl acetoacetate, various types of aldehydes, and urea in the presence of 10 mg SOH@imineZCMNPs as a novel, environment friendly, and reusable heterogeneous magnetic nanocatalyst under solvent-free conditions at 90 °C. The desired products were obtained with high quantitative yields. The catalyst was separated by simple isolation from the reaction mixture using a permanent magnet and reused several times without any significant loss of catalytic activity. The synthesized catalyst was fully characterized through various techniques including thermogravimetric analysis, Fourier transform infrared spectroscopy, scanning electron microscopy, transmission electron microscopy, X-ray diffraction, and the Hammett acidity test. This methodology tolerates most substrates and has the salient features of green reaction conditions, lower catalyst loading, high quantitative yields, low cost, the absence of solvents, and easy isolation and reusability of the catalyst.

摘要

在无溶剂条件下,于90℃,以10mg SOH@imineZCMNPs作为一种新型、环境友好且可重复使用的多相磁性纳米催化剂,通过乙酰乙酸乙酯、各类醛与尿素之间的三组分反应,高效完成了3,4-二氢嘧啶-2(1)-酮衍生物的合成。所需产物以高定量产率获得。使用永久磁铁通过简单分离从反应混合物中分离出催化剂,并多次重复使用,催化活性无任何显著损失。通过热重分析、傅里叶变换红外光谱、扫描电子显微镜、透射电子显微镜、X射线衍射和哈米特酸度测试等多种技术对合成的催化剂进行了全面表征。该方法对大多数底物具有耐受性,具有绿色反应条件、较低催化剂负载量、高定量产率、低成本、无溶剂以及催化剂易于分离和可重复使用等显著特点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2e96/9091268/ce653e22b7e8/c8ra08622b-s1.jpg

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