Modification of  N -functionalized 4-nitroso-1 H -pyrazoles

A. V. Bobrova; Боброва Анастасия Викторовна; E. I. Golenko; Голенко Элина Игоревна; A. V. Oberenko; Оберенко Андрей Витальевич; T. Y. Ivanenko; Иваненко Тимур Юрьевич; E. V. Root; Роот Евгений Владимирович; G. A. Suboch; Субоч Георгий Анатольевич

doi:10.31857/S0514749224050091

Modification of N-functionalized 4-nitroso-1H-pyrazoles

Authors: Bobrova A.V.¹, Golenko E.I.¹, Oberenko A.V.², Ivanenko T.Y.³, Root E.V.¹^,4, Suboch G.A.¹
Affiliations:
1. Reshetnev Siberian State University of Science and Technology
2. Siberian Federal University
3. Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center ‘Krasnoyarsk Science Center SB RAS’
4. Krasnoyarsk State Medical University named after prof. V.F. Voino-Yasenetsky
Issue: Vol 60, No 5 (2024)
Pages: 654-659
Section: Articles
URL: https://freezetech.ru/0514-7492/article/view/685345
DOI: https://doi.org/10.31857/S0514749224050091
EDN: https://elibrary.ru/RCVSVA
ID: 685345

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Abstract

N-substituted 3,5-dimethyl-4-nitroso-1H-pyrazoles was oxidized and reduced. The resulting 4-aminopyrazole was acylated, diazotized with further azo coupling or amino group replacement by iodine. Aminopyrazole was also condensed with 4-nitrobenzaldehyde. The first condensation of nitrosopyrazole with 2,4-dinitrotoluene was shown. As a result, new functionalised pyrazole derivatives were isolated. The structure of novel pyrazoles was confirmed by IR, ¹H, ¹³C NMR spectroscopy, gas chromatography-mass spectrometry, and elemental analysis. The obtained compounds are promising for further research in medicine and pharmaceutical chemistry.

Keywords

4-nitrosopyrazoles, dinitroso compounds, pyrazoles, oxidation, reduction, azo coupling

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