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利用新型改性层状双氢氧化物绿色高效合成5-氨基-1-吡唑-5-腈

Green and efficient synthesis of 5-amino-1-pyrazole-5-carbonitriles utilizing novel modified LDH.

作者信息

Momeni Sarieh, Ghorbani-Vaghei Ramin

机构信息

Department of Organic Chemistry, Faculty of Chemistry and Petroleum Sciences, Bu-Ali Sina University Hamedan Iran

出版信息

Nanoscale Adv. 2024 Oct 8;6(24):6290-302. doi: 10.1039/d4na00577e.

Abstract

This research introduced a novel nano catalyst, LDH@PTRMS@DCMBA@CuI, developed from nano copper immobilized on a layered double hydroxide modified with a new type of sulfonamide: , -dicarbamimidoylbenzene-1,3-disulfonamide (DCMBA). This catalyst demonstrated significant activity and selectivity in synthesizing 5-amino-1-pyrazole-5-carbonitrile derivatives. The derivatives were produced a three-component one-pot reaction combining benzaldehydes, malononitrile, and phenyl hydrazine in HO/EtOH solvent at 55 °C. This innovative synthesis strategy offered several advantages, including eco-friendliness, simplicity, stability, mild reaction conditions, easy purification of products, short reaction times (15-27 min), and excellent yields (85-93%). Additionally, the green methodology was validated by the catalyst's reusability over four consecutive cycles without significant loss of catalytic activity.

摘要

本研究介绍了一种新型纳米催化剂,即负载于由新型磺酰胺(1,3 - 二氨基甲脒基苯 - 1,3 - 二磺酰胺,DCMBA)修饰的层状双氢氧化物上的纳米铜所制备的LDH@PTRMS@DCMBA@CuI。该催化剂在合成5 - 氨基 - 1 - 吡唑 - 5 - 腈衍生物时表现出显著的活性和选择性。这些衍生物是通过在55℃下于HO/EtOH溶剂中,使苯甲醛、丙二腈和苯肼进行三组分一锅法反应制得的。这种创新的合成策略具有诸多优点,包括环境友好、操作简单、稳定性好、反应条件温和、产物易于纯化、反应时间短(15 - 27分钟)以及产率高(85 - 93%)。此外,该绿色方法通过催化剂在连续四个循环中可重复使用且催化活性无显著损失得到了验证。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6a12/11614053/ef8cabe2055d/d4na00577e-s1.jpg

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