Electrochemical Oxidation of 3-Aryl-2-cyanothioacrylamides

Electrochemical oxidation of ( Е )-3-aryl-2-cyanoprop-2-enethioamides in a undivided cell in the presence of KBr in an aqueous or aqueous-organic medium has led to the formation of (2 Е ,2′ E )-2,2′-(1,2,4-thiadiazole-3,5-diyl)bis[3-arylacrylonitriles] in 37–76% yield. A plausible reaction mechanism...

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Bibliographic Details
Published in:Russian journal of general chemistry 2022-11, Vol.92 (11), p.2235-2245
Main Authors: Osminin, V. I., Mironenko, A. A., Dahno, P. G., Nazarenko, M. A., Oflidi, A. I., Dotsenko, V. V., Strelkov, V. D., Aksenov, N. A., Aksenova, I. V.
Format: Article
Language:English
Subjects:
Acrylonitrile
Aromatic compounds
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Electrochemical oxidation
Herbicides
Oxidation-reduction reaction
Reaction mechanisms
Thiadiazoles
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Summary:Electrochemical oxidation of ( Е )-3-aryl-2-cyanoprop-2-enethioamides in a undivided cell in the presence of KBr in an aqueous or aqueous-organic medium has led to the formation of (2 Е ,2′ E )-2,2′-(1,2,4-thiadiazole-3,5-diyl)bis[3-arylacrylonitriles] in 37–76% yield. A plausible reaction mechanism has been discussed. In laboratory experiments, (2 E ,2′ E )-2,2′-(1,2,4-thiadiazol-3,5-diyl)bis[3-(4-methoxyphenyl)acrylonitrile] has revealed pronounced antidote effect against herbicide 2,4-D on sunflower seedlings and no pronounced growth-regulating properties.
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363222110068