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

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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.

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A. V. Bobrova

Reshetnev Siberian State University of Science and Technology

Author for correspondence.
Email: anastasiya-an-96@mail.ru
ORCID iD: 0000-0002-9264-4449
Russian Federation, Krasnoyarskii Rabochii prosp., 31, Krasnoyarsk, 660037

E. I. Golenko

Reshetnev Siberian State University of Science and Technology

Email: anastasiya-an-96@mail.ru
ORCID iD: 0009-0001-1413-6318
Russian Federation, Krasnoyarskii Rabochii prosp., 31, Krasnoyarsk, 660037

A. V. Oberenko

Siberian Federal University

Email: anastasiya-an-96@mail.ru
ORCID iD: 0000-0002-1156-9644
Russian Federation, Svobodny prosp., 79, Krasnoyarsk, 660041

T. Y. Ivanenko

Institute of Chemistry and Chemical Technology SB RAS, Federal Research Center ‘Krasnoyarsk Science Center SB RAS’

Email: anastasiya-an-96@mail.ru
ORCID iD: 0000-0002-1931-3205
Russian Federation, Akademgorodok, 50/24, Krasnoyarsk, 660036

E. V. Root

Reshetnev Siberian State University of Science and Technology; Krasnoyarsk State Medical University named after prof. V.F. Voino-Yasenetsky

Email: anastasiya-an-96@mail.ru
ORCID iD: 0009-0001-7093-4701
Russian Federation, Krasnoyarskii Rabochii prosp., 31, Krasnoyarsk, 660037; ul. Partizana Zheleznyaka, 1, Krasnoyarsk, 660022

G. A. Suboch

Reshetnev Siberian State University of Science and Technology

Email: anastasiya-an-96@mail.ru
ORCID iD: 0000-0003-2027-8512
Russian Federation, Krasnoyarskii Rabochii prosp., 31, Krasnoyarsk, 660037

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