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Title: 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: Dotsenko, V. V.
Доценко, В. В.
Aksenov, N. A.
Аксенов, Н. А.
Aksenova, I. V.
Аксенова, И. В.
Keywords: 1,3,2λ5-diazaphosphinines;Cyanothioacetamide;In silico biological activity;Lipophilicity;Thieno[2,3-b]pyridines;Thorpe-Ziegler cyclization
Issue Date: 2019
Publisher: Pleiades Publishing
Citation: Buryi, D.S., Dotsenko, V.V., Aksenov, N.A., Aksenova, I.V., Krivokolysko, S.G., Dyadyuchenko, L.V. 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 // Russian Journal of General Chemistry. - 2019. - Volume 89. - Issue 8. - Pages 1575-1585
Series/Report no.: Russian Journal of General Chemistry
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
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