Synthesis and Properties of 4,6-Dimethyl-5-pentyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile and 3-Amino-4,6-dimethyl-5-pentylthieno[2,3-b]pyridines
- Authors: Buryi D.S.1, Dotsenko V.V.1,2,3, Aksenov N.A.2, Aksenova I.V.2, Krivokolysko S.G.3,4, Dyadyuchenko L.V.5
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Affiliations:
- Kuban State University
- North Caucasus Federal University
- KhimEks Laboratory
- St. Luka Lugansk State Medical University
- All-Russian Research Institute of Biological Plant Protection
- Issue: Vol 89, No 8 (2019)
- Pages: 1575-1585
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/223021
- DOI: https://doi.org/10.1134/S1070363219080061
- ID: 223021
Cite item
Abstract
The reaction of 3-pentylpentane-2,4-dione with cyanothioacetamide afforded 4,6-dimethyl-5-pentyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile. Alkylation of the latter led to the formation of 2-alkylsulfanyl-4,6-dimethyl-5-pentylpyridine-3-carbonitriles or 3-amino-4,6-dimethyl-5-pentylthieno[2,3-b]pyridines, depending on the alkylating agent and reaction conditions. The structures of the key compounds were proved by 2D NMR spectroscopy and X-ray analysis. Biological activity of the synthesized compounds was evaluated in silico. Some compounds were experimentally found to stimulate growth of sunflower seedlings.
About the authors
D. S. Buryi
Kuban State University
Author for correspondence.
Email: victor_dotsenko_@mail.ru
Russian Federation, Krasnodar
V. V. Dotsenko
Kuban State University; North Caucasus Federal University; KhimEks Laboratory
Email: victor_dotsenko_@mail.ru
Russian Federation, Krasnodar; Stavropol; Lugansk
N. A. Aksenov
North Caucasus Federal University
Email: victor_dotsenko_@mail.ru
Russian Federation, Stavropol
I. V. Aksenova
North Caucasus Federal University
Email: victor_dotsenko_@mail.ru
Russian Federation, Stavropol
S. G. Krivokolysko
KhimEks Laboratory; St. Luka Lugansk State Medical University
Email: victor_dotsenko_@mail.ru
Ukraine, Lugansk; Lugansk
L. V. Dyadyuchenko
All-Russian Research Institute of Biological Plant Protection
Email: victor_dotsenko_@mail.ru
Russian Federation, Krasnodar
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