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镍(II) 铬铁矿纳米粒子:超声辐射下合成 2,4-二氨基-6-芳基嘧啶-5-基氰基的环保且可重复使用的催化剂。

Nickel(II) Chromite Nanoparticles: An Eco-Friendly and Reusable Catalyst for Synthesis of 2,4-Diamino-6-aryl-pyrimidine-5-yl Cyanides under Ultrasonic Radiation.

机构信息

Department of Chemistry, Science and Research Branch, Islamic Azad University, P.O. Box 14515-775, Tehran, Iran.

Department of Chemistry, East Tehran Branch, Islamic Azad University, P.O. Box 18735-138, Tehran, Iran.

出版信息

Comb Chem High Throughput Screen. 2021;24(3):455-464. doi: 10.2174/1386207323666200808180527.

Abstract

BACKGROUND

One of the principal factors in the field of research in green chemistry is to drive chemical reactions using ultrasonication as a versatile synthetic tool. Moreover, nanostructured metal salts occupy an important position as low cost, efficient, heterogeneous, and green catalysts in chemical reactions. Pyrimidine has also acquired significance because it is a core structure in a variety of natural and non-natural agents, many of which display versatile biological activities and medical applications.

OBJECTIVE

The aim of this study was to explore the role of nickel(II) chromite nanoparticles (NiCrO NPs) as a green and recyclable catalyst for the synthesis of 2,4-diamino-6-arylpyrimidine- 5-yl cyanides under ultrasonic radiation.

METHODS

A direct cyclocondensation reaction of guanidine nitrate, aromatic aldehydes, and malononitrile was performed using NiCrO NPs as an effective heterogeneous catalyst under ultrasonic radiation at room temperature conditions to prepare 2,4-diamino-6-aryl-pyrimidine-5-yl cyanides in high yields. The described catalyst was prepared successfully according to a simple hydrothermal route and fully characterized by the X-Ray diffraction (XRD) technique, dispersive energy X-Ray (EDS) analysis, scanning electron microscopy (SEM), and dynamic light scattering (DLS).

RESULTS

A number of 2,4-diamino-6-aryl-pyrimidine-5-yl cyanides were effectively synthesized in high yields (94-98%) within short reaction times (15 min). All synthesized compounds were well characterized by IR, H and C NMR spectroscopy, and also by elemental analyses.

CONCLUSION

In conclusion, a simple, efficient, and green synthesis of 2,4-diamino-6-arylpyrimidine- 5-yl cyanides was developed using NiCrO NPs as a green nanocatalyst, and under ultrasound radiation as a green tool. The mild reaction conditions, avoiding the use of toxic solvents or reagents, high atom economy, high yields, and simple workup are the attractive features of this new protocol.

摘要

背景

绿色化学研究领域的主要因素之一是利用超声波作为多功能合成工具来驱动化学反应。此外,纳米结构金属盐作为低成本、高效、多相和绿色催化剂在化学反应中占据重要地位。嘧啶因其是多种天然和非天然试剂的核心结构而受到重视,其中许多试剂具有多种生物活性和医学应用。

目的

本研究旨在探索镍(II)铬酸纳米粒子(NiCrO NPs)作为一种绿色可回收催化剂在超声辐射下合成 2,4-二氨基-6-芳基嘧啶-5-基氰化物的作用。

方法

在室温条件下,使用 NiCrO NPs 作为有效的多相催化剂,通过胍硝酸盐、芳醛和丙二腈的直接环缩合反应,在超声辐射下高效合成 2,4-二氨基-6-芳基嘧啶-5-基氰化物,产率高。所描述的催化剂是根据简单的水热路线成功制备的,并通过 X 射线衍射(XRD)技术、能量色散 X 射线(EDS)分析、扫描电子显微镜(SEM)和动态光散射(DLS)进行了充分表征。

结果

在短反应时间(15 分钟)内,以高产率(94-98%)有效地合成了多种 2,4-二氨基-6-芳基嘧啶-5-基氰化物。所有合成的化合物均通过 IR、H 和 C NMR 光谱以及元素分析进行了良好的表征。

结论

总之,使用 NiCrO NPs 作为绿色纳米催化剂,并在超声辐射下作为绿色工具,开发了一种简单、高效、绿色的 2,4-二氨基-6-芳基嘧啶-5-基氰化物合成方法。温和的反应条件、避免使用有毒溶剂或试剂、高原子经济性、高产率和简单的后处理是该新方案的吸引人的特点。

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