Synthesis and characterization of Selenium containing Schiff Bases: The Selenosemicarbazones

Current Chemical Biology Pub Date : 2022-02-23 DOI:10.2174/2212796816666220223145742

Anuraj S. Kshirsagar, P. Khanna

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Abstract

Many organoselenium compounds are well known for their application in various fields. However, some of the organoselenium compounds like selenosemicarbazones because of synthesis difficulties are not much explored. Herein we present synthesis and characterization of five different new selenosemicarbazones. Synthesis and characterization of novel selenosemicarbazones, a type of the Schiff bases. Selenosemicarbazones are synthesized by single step, acid catalyzed condensation reaction between ketones and hydrazine hydrate in presence of potassium selenocyanate (KSeCN). Butyrophenone, 4-phenyl 2-butanone, 2-acetonaphthone, 4-nitroacetophenone and menthone were reacted with in-situ generated selenosemicarbazide which led to the formation of respective selenosemicarbazones. These organoselenium derivatives of Schiff bases are characterized by mass spectrometry, proton, carbon and selenium NMR. Butyrophenone, 4-phenyl 2-butanone, 2-acetonaphthone, 4-nitroacetophenone and menthone selenosemicarbazones are synthesized with yield varied in between 44 to 65%. The strategy involves, one pot synthesis of selenosemicarbazone without isolation of toxic selenosemicarbazide.

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含硒席夫碱的合成与表征:硒糖氨基脲

许多有机硒化合物因其在各个领域的应用而闻名。然而，由于合成困难，一些有机硒化合物如硒糖氨基脲类化合物尚未得到广泛的研究。本文介绍了五种不同的新型硒糖氨基脲的合成和表征。席夫碱一类新型硒代半氨基脲的合成与表征。在硒氰酸钾的存在下，采用单步酸催化酮与水合肼缩合反应合成了硒代半氨基脲。将丁苯酮、4-苯基2-丁酮、2-乙萘酮、4-硝基苯乙酮和薄荷酮与原位合成的亚硒糖氨基脲反应生成亚硒糖氨基脲。这些席夫碱的有机硒衍生物通过质谱、质子、碳和硒核磁共振进行了表征。合成了丁苯酮、4-苯基2-丁酮、2-乙酰萘酮、4-硝基苯乙酮和薄荷酮硒代氨基脲，收率在44% ~ 65%之间。该方法是在不分离有毒的亚硒氨基脲的情况下，一锅合成亚硒氨基脲。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Current Chemical Biology Medicine-Biochemistry (medical)

CiteScore

1.40

自引率

0.00%

发文量

期刊介绍： Current Chemical Biology aims to publish full-length and mini reviews on exciting new developments at the chemistry-biology interface, covering topics relating to Chemical Synthesis, Science at Chemistry-Biology Interface and Chemical Mechanisms of Biological Systems. Current Chemical Biology covers the following areas: Chemical Synthesis (Syntheses of biologically important macromolecules including proteins, polypeptides, oligonucleotides, oligosaccharides etc.; Asymmetric synthesis; Combinatorial synthesis; Diversity-oriented synthesis; Template-directed synthesis; Biomimetic synthesis; Solid phase biomolecular synthesis; Synthesis of small biomolecules: amino acids, peptides, lipids, carbohydrates and nucleosides; and Natural product synthesis).