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Alkyl 4-Aryl-6-amino-7- phenyl-3-(phenylimino)-4,7-dihydro- 3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylates: Synthesis and Agrochemical Studies
Viktor V Dotsenko
1, 2
,
Anna E Sinotsko
1
,
Vladimir D Strelkov
1
,
Alena A Russkikh
1
,
Arina G Levchenko
1
,
Publication type: Journal Article
Publication date: 2023-01-06
PubMed ID:
36677666
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
The reaction between dithiomalondianilide (N,N’-diphenyldithiomalondiamide) and alkyl 3-aryl-2-cyanoacrylates in the presence of morpholine in the air atmosphere leads to the formation of alkyl 6-amino-4-aryl-7-phenyl-3-(phenylimino)-4,7-dihydro-3H-[1,2]dithiolo[3,4-b]- pyridine-5-carboxylates in 37–72% yields. The same compounds were prepared in 23–65% yields by ternary condensation of aromatic aldehydes, ethyl(methyl) cyanoacetate and dithiomalondianilide. The reaction mechanism is discussed. The structure of ethyl 6-amino-4-(4-methoxyphenyl)-7-phenyl-3-(phenylimino)-4,7-dihydro-3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylate was confirmed by X-ray crystallography. Two of the prepared compounds showed a moderate growth-stimulating effect on sunflower seedlings. Three of the new compounds were recognized as strong herbicide safeners with respect to herbicide 2,4-D in the laboratory and field experiments on sunflower.
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11
Total citations:
11
Citations from 2024:
6
(60%)
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Dotsenko V. V. et al. Alkyl 4-Aryl-6-amino-7- phenyl-3-(phenylimino)-4,7-dihydro- 3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylates: Synthesis and Agrochemical Studies // Molecules. 2023. Vol. 28. No. 2. p. 609.
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Dotsenko V. V., Sinotsko A. E., Strelkov V. D., Varzieva E. A., Russkikh A. A., Levchenko A. G., Temerdashev A., Aksenov N. A., Aksenova I. V. Alkyl 4-Aryl-6-amino-7- phenyl-3-(phenylimino)-4,7-dihydro- 3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylates: Synthesis and Agrochemical Studies // Molecules. 2023. Vol. 28. No. 2. p. 609.
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RIS
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TY - JOUR
DO - 10.3390/molecules28020609
UR - https://doi.org/10.3390/molecules28020609
TI - Alkyl 4-Aryl-6-amino-7- phenyl-3-(phenylimino)-4,7-dihydro- 3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylates: Synthesis and Agrochemical Studies
T2 - Molecules
AU - Dotsenko, Viktor V
AU - Sinotsko, Anna E
AU - Strelkov, Vladimir D
AU - Varzieva, Ekaterina A
AU - Russkikh, Alena A
AU - Levchenko, Arina G
AU - Temerdashev, Azamat
AU - Aksenov, Nicolai A
AU - Aksenova, Inna V
PY - 2023
DA - 2023/01/06
PB - MDPI
SP - 609
IS - 2
VL - 28
PMID - 36677666
SN - 1420-3049
ER -
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BibTex (up to 50 authors)
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@article{2023_Dotsenko,
author = {Viktor V Dotsenko and Anna E Sinotsko and Vladimir D Strelkov and Ekaterina A Varzieva and Alena A Russkikh and Arina G Levchenko and Azamat Temerdashev and Nicolai A Aksenov and Inna V Aksenova},
title = {Alkyl 4-Aryl-6-amino-7- phenyl-3-(phenylimino)-4,7-dihydro- 3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylates: Synthesis and Agrochemical Studies},
journal = {Molecules},
year = {2023},
volume = {28},
publisher = {MDPI},
month = {jan},
url = {https://doi.org/10.3390/molecules28020609},
number = {2},
pages = {609},
doi = {10.3390/molecules28020609}
}
Cite this
MLA
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Dotsenko, Viktor V., et al. “Alkyl 4-Aryl-6-amino-7- phenyl-3-(phenylimino)-4,7-dihydro- 3H-[1,2]dithiolo[3,4-b]pyridine-5-carboxylates: Synthesis and Agrochemical Studies.” Molecules, vol. 28, no. 2, Jan. 2023, p. 609. https://doi.org/10.3390/molecules28020609.