Journal of Siberian Federal University. Chemistry / Synthesis of N‑substituted 4‑nitrosopyrazoles and Their Use in Adhesive Compositions

Full text (.pdf)
Issue
Journal of Siberian Federal University. Chemistry. 2024 17 (1)
Authors
Bobrova, Anastasiia V.; Levchenko, Svetlana I.; Polienko, Tatyana V.; Ivanenko, Timur Y.; Root, Evgeniy V.; Suboch, Georgii A.
Contact information
Bobrova, Anastasiia V. : Reshetnev Siberian State University of Science and Technology; Krasnoyarsk, Russian Federation; anastasiya‑an‑; Levchenko, Svetlana I.: Reshetnev Siberian State University of Science and Technology, Krasnoyarsk, Russian Federation; Polienko, Tatyana V. : Reshetnev Siberian State University of Science and Technology, Krasnoyarsk, Russian Federation; Ivanenko, Timur Y. : Institute of Chemistry and Chemical Technology SB RAS Federal Research Center “Krasnoyarsk Scientific Center of the SB RAS”, Krasnoyarsk, Russian Federation; Root, Evgeniy V.: Reshetnev Siberian State University of Science and Technology; Krasnoyarsk State Medical University named after prof. V. F. Voino-Yasenetsky Krasnoyarsk, Russian Federation; Suboch, Georgii A. : Reshetnev Siberian State University of Science and Technology, Krasnoyarsk, Russian Federation
Keywords
4‑nitrosopyrazoles; dinitroso compounds; alkylation; acylation; superbasic systems; adhesive compositions; adhesion modifiers; structuring agents
Abstract

This article describes the synthesis of previously unknown N‑functionalized 4‑nitroso‑1H‑pyrazoles, including bis(4‑nitroso‑1H‑pyrazoles). The synthesis of 3,5‑dimethyl‑1‑ (4‑nitrobenzyl)‑4‑nitroso‑1H‑pyrazole was scaled up, which showed the possibility of obtaining target products in gram amounts. Along with N‑alkylation of 4 ‑nitroso‑1H‑pyrazoles, N‑acylation of 4‑nitrosopyrazole was successfully carried out for the first time. The structure of the synthesized compounds was confirmed by IR, 1H NMR, 13C NMR spectroscopy and chromato‑mass spectrometry. The use of some of the obtained compounds in adhesive compositions based on chloroprene rubbers contributed to an increase in the confection strength of multilayer rubber, rubber‑cord products and the durability of the adhesive joint at elevated temperatures and aggressive environments

Pages
59–67
EDN
SZVDZU
Paper at repository of SibFU
https://elib.sfu-kras.ru/handle/2311/152721