Modification of N-Functionalized 4-Nitroso-1H-pyrazoles

IF 0.8 4区 化学 Q4 CHEMISTRY, ORGANIC Russian Journal of Organic Chemistry Pub Date : 2024-07-30 DOI:10.1134/s1070428024050063
A. V. Bobrova, E. I. Golenko, A. V. Oberenko, T. Y. Ivanenko, E. V. Root, G. A. Suboch
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Abstract

The behavior of N-Substituted 3,5-dimethyl-4-nitroso-1H-pyrazoles in oxidation, condensation, and reduction reactions was studied. The synthesized 4-aminopyrazole was acylated and diazotized with further azo coupling or the replacement of the amino group by iodine, as well as subjected to condensation with 4-nitrobenzaldehyde. The first condensation of nitrosopyrazole with 2,4-dinitrotoluene was demonstrated. As a result, new functionalized pyrazole derivatives were isolated. The structure of the novel pyrazoles was confirmed by IR and 1H and 13C NMR spectroscopy, gas chromatography-mass spectrometry, and elemental analysis. The synthesized compounds hold promise for further research in medicine and pharmaceutical chemistry.

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N-官能化 4-亚硝基-1H-吡唑的改性
摘要 研究了 N-取代的 3,5-二甲基-4-亚硝基-1H-吡唑在氧化、缩合和还原反应中的行为。将合成的 4-氨基吡唑进行酰化和重氮化,并进一步进行偶氮偶联或用碘取代氨基,以及与 4-硝基苯甲醛进行缩合。首次证明了亚硝基吡唑与 2,4-二硝基甲苯的缩合。因此,分离出了新的功能化吡唑衍生物。新型吡唑的结构通过红外光谱、1H 和 13C NMR 光谱、气相色谱-质谱法和元素分析得到了证实。合成的化合物有望在医学和药物化学领域开展进一步的研究。
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来源期刊
CiteScore
1.40
自引率
25.00%
发文量
139
审稿时长
3-6 weeks
期刊介绍: Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.
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