2-芳基-1-羟基-4-甲基-1-咪唑-5-羧酸酯的原生互变异构性研究

IF 0.9 4区化学 Q4 CHEMISTRY, MULTIDISCIPLINARY

Russian Journal of General Chemistry Pub Date : 2025-03-26 DOI:10.1134/S1070363224613152

E. I. Basanova, T. Yu. Koldaeva, V. P. Perevalov, P. A. Nikitina

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引用次数: 0

摘要

5-乙氧羰基取代的1-羟基咪唑（对正氧病毒具有抗病毒活性）在非质子DMSO-d6溶液中的主要互变异构体形式已经通过1Н和13С核磁共振波谱数据与模型结构进行了比较。研究了KBr球团的红外光谱。研究表明，1-羟基咪唑3_，3b在溶液中主要以n -羟基互变异构体的形式存在，在固体状态下形成晶体水合物，其中水有利于互变异构体平衡向n -氧化物的转变。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Investigation of Prototropic Tautomerism of Ethyl 2-Aryl-1-hydroxy-4-methyl-1H-imidazole-5-carboxylates

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Investigation of Prototropic Tautomerism of Ethyl 2-Aryl-1-hydroxy-4-methyl-1H-imidazole-5-carboxylates

The predominant tautomer form of 5-ethoxycarbonyl-substituted 1-hydroxyimidazoles (exhibiting antiviral activity towards orthopoxviruses) in a solution of aprotic DMSO-d₆ has been elucidated from the data of ¹Н and ¹³С NMR spectroscopy in comparison with model structures. The IR spectra (KBr pellets) have been considered. It has been shown that 1-hydroxyimidazoles 3а, 3b predominantly exist as N-hydroxy tautomers in the solution, forming crystal hydrates in the solid state, in which water favors the shift of the tautomeric equilibrium towards the N-oxide.

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来源期刊

Russian Journal of General Chemistry 化学-化学综合

CiteScore

1.40

自引率

22.20%

发文量

252

审稿时长

2-4 weeks

期刊介绍： Russian Journal of General Chemistry is a journal that covers many problems that are of general interest to the whole community of chemists. The journal is the successor to Russia’s first chemical journal, Zhurnal Russkogo Khimicheskogo Obshchestva (Journal of the Russian Chemical Society ) founded in 1869 to cover all aspects of chemistry. Now the journal is focused on the interdisciplinary areas of chemistry (organometallics, organometalloids, organoinorganic complexes, mechanochemistry, nanochemistry, etc.), new achievements and long-term results in the field. The journal publishes reviews, current scientific papers, letters to the editor, and discussion papers.