Journal of Siberian Federal University. Chemistry / Cyclocondensation of 3-Hydroxyimino- 1-methoxypentane-2,4-dione with Substituted Hydrazines

Full text (.pdf)
Issue
Journal of Siberian Federal University. Chemistry. 2026 19 (1)
Authors
Bobrov, Pavel S.; Bobrova, Anastasiia V.; Lyubyashkin, Aleksey V.; Ivanenko, Timur Y.; Suboch, Georgii A.
Contact information
Bobrov, Pavel S.: Reshetnev Siberian State University of Science and Technology (Krasnoyarsk, Russian Federation); ; Bobrova, Anastasiia V. : Reshetnev Siberian State University of Science and Technology (Krasnoyarsk, Russian Federation); Lyubyashkin, Aleksey 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); Siberian Federal University (Krasnoyarsk, Russian Federation); Suboch, Georgii A.: Reshetnev Siberian State University of Science and Technology (Krasnoyarsk, Russian Federation)
Keywords
nitrosopyrazole; hydrazine; methoxyacetylacetone; cyclocondensation; diketone
Abstract

The cyclocondensation of 3-hydroxyimino-1-methoxypentane-2,4-dione with methyl-, ethyl-, propyl-, isopropyl-, and phenylhydrazine was investigated for the first time, yielding promising 4-nitrosopyrazoles with a methoxymethyl substituent at the 3- or 5-position. The reaction affords two regioisomeric 3(5)-methyl-4-nitrosopyrazoles, with the 3-methyl-substituted isomers predominating (ratios ranging from 1.25:1 to 5.7:1). Total yields of the regioisomers range from 27 to 75 %, depending on the hydrazine structure. The synthesized compounds were characterized using IR, NMR, UV–Vis spectroscopy, and GC–MS

Pages
170–176
EDN
YAQAON
Paper at repository of SibFU
https://elib.sfu-kras.ru/handle/2311/158200