Synthesis of Azole Derivatives of 1,2,3-Dithiazole-5-imines and Study of Their Fungicidal

A three-stage method was proposed for the synthesis of new 4-[4-(2-azolylethyl)piperazine-1-yl]- N -aryl-5 H -1,2,3-dithiazole-5-imines. This approach includes the reaction of Appel salt with anilines to produce 1,2,3-dithiazole-5-imines, which were converted into 4-[(4-chloroethyl)piperazine-1-yl]-...

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Bibliographic Details
Published in:Russian journal of general chemistry 2023-12, Vol.93 (12), p.3055-3061
Main Authors: Tsaplin, G. V., Bashkalova, E. I., Alekseenko, A. L., Popkov, S. V.
Format: Article
Language:English
Subjects:
Alkylation
Aniline
Aromatic compounds
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Fungicides
Heterocyclic compounds
Imines
In vitro methods and tests
Posaconazole
Schiff bases
Synthesis
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Summary:A three-stage method was proposed for the synthesis of new 4-[4-(2-azolylethyl)piperazine-1-yl]- N -aryl-5 H -1,2,3-dithiazole-5-imines. This approach includes the reaction of Appel salt with anilines to produce 1,2,3-dithiazole-5-imines, which were converted into 4-[(4-chloroethyl)piperazine-1-yl]-5 H -1,2,3-dithiazole-5-imines, alkylating azoles at the final stage. The high fungicidal activity of target compounds and intermediate 4-chloro- N -aryl-1,2,3-dithiazole-5-imines was shown in vitro tests versus six species of phytopathogenic fungi.
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363223120046