微波辅助合成新型吡唑核席夫碱支架的绿色合成方法

IF 0.9 Q4 CHEMISTRY, MULTIDISCIPLINARY
D. Karati, Dileep Kumar, K. Mahadik
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引用次数: 0

摘要

本研究旨在开发一种可持续的微波辅助合成5-(亚苄基氨基)-1-苯基-1H-吡唑-4-碳腈同源物的方案。5-(亚苄氨基)-1-苯-1H-吡嗪-4-碳腈支架是一种新型分子,具有神经变性、抗微生物、抗癌等多种药理活性。席夫碱同系物被认为是研究的有效药效团。这些活性是由于席夫碱化合物中存在甲亚胺(CH=N)基团。用绿色化学方法合成吡唑核的新型席夫碱化合物,产率较高。通过两步反应制备了5-(亚苄基氨基)-1-苯基-1H-吡唑-4-碳腈支架。这两个步骤都是微波辅助的。第一步合成5-氨基-1-苯基-1H-吡唑-4-碳腈作为中间体化合物。以苯肼和2-(乙氧基亚甲基)丙二腈为原料合成了该化合物。该反应所需的温度、压力和时间分别为1020℃、300W和45分钟。在第二步中,通过将该化合物与几种芳香醛反应得到最终的希夫碱同系物。绿色合成方法的产率、反应条件和时间消耗都是可以接受的,而不是传统的方案。微波辅助方法更有效。反应耗时较少,所有合成化合物的总收率为75-82%。不同的光谱方法对合成的同源物进行了表征。IR峰被认为是1611cm-1波长下的主要官能团[甲亚胺]。因此,由于有机溶剂的显著减少,这种微波辅助合成方案看起来更环保,从而减少了危险残留物。利用该方案,我们制备了不同的希夫碱同系物,其化学产率令人满意
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Microwave Assisted Synthesis of a Novel Schiff Base Scaffolds of Pyrazole Nuclei: Green Synthetic Method
The research aims to develop a sustainable microwave-assisted scheme for synthesizing 5-(benzylidene amino)-1-phenyl-1H-pyrazole-4-carbonitrile congeners. 5-(benzylideneamino)-1-phenyl-1H-pyrazole-4-carbonitrile scaffolds are novel molecules having various pharmacological activities such as neurodegenerative, anti-microbial, anti-cancer. Schiff base congeners are considered as efficient pharmacophores for research. These activities are due to the presence of azomethine (CH=N) group in the Schiff base compounds. To synthesise different novel Schiff base compounds of pyrazole nuclei by green chemistry with a decent yield. The 5-(benzylideneamino)-1-phenyl-1H-pyrazole-4-carbonitrile scaffolds were prepared by two step reactions. Both steps were microwave assisted. The first step was to synthesize 5-amino-1-phenyl-1H-pyrazole-4-carbonitrile as intermediate compound. This compound was synthesized by using phenyl hydrazine and 2-(ethoxymethylene)malononitrile. The temperature, pressure, and time required for this reaction were 1020C, 300W, and 45 minutes respectively. In the second step, the final Schiff base congeners were attained by reacting this compound with several aromatic aldehydes. The yield, reaction condition, and time consumption were all acceptable for the green synthetic methods rather than the conventional schemes. The microwave-assisted method was more efficient. The reactions were less time-consuming, and the overall yield of the all-synthesized compounds was 75-82%. Different spectroscopic methods characterized the synthesized congeners. The IR peak is considered the main functional group [azomethine] at 1611 cm-1 wavelength. This microwave-assisted synthetic scheme thus appears more environmentally due to a significant reduction in organic solvents, resulting in fewer hazardous residues. Using this scheme, we prepared different Schiff base congeners with satisfactory chemical yields
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来源期刊
Current Microwave Chemistry
Current Microwave Chemistry CHEMISTRY, MULTIDISCIPLINARY-
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