Optimal strategy of new 6H-1,3,4-thiadiazines synthesis in search of the promising antidiabetic agents

In this work, we report a convenient method for the preparation of new 2-hydroxyethylamino-substituted 6Н-1,3,4-thiadiazine hydrobromides for the search of new agents with pleiotropic (antioxidant and antiglycating) activity. The synthesis is based on the cyclocondensation reaction of 4-substituted...

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Bibliographic Details
Main Authors: Tatiana A. Tseitler, Larisa P. Sidorova, Alla V. Ivanova, Oleg N. Chupakhin
Format: Article
Language:English
Published: Ural Federal University 2024-11-01
Series:Chimica Techno Acta
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Online Access:https://chimicatechnoacta.ru/article/view/8108
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Summary:In this work, we report a convenient method for the preparation of new 2-hydroxyethylamino-substituted 6Н-1,3,4-thiadiazine hydrobromides for the search of new agents with pleiotropic (antioxidant and antiglycating) activity. The synthesis is based on the cyclocondensation reaction of 4-substituted thiosemicarbazide with various α-haloketones. We compared approaches to the key intermediate for the synthesis of the 6H-1,3,4-thiadiazine system – 4-substituted thiosemicarbazide. The approach we proposed was modified to obtain the intermediate and is based on the reaction of a substituted carbamothioylthioacetate with hydrazine. This approach has a number of advantages, like fewer stages, atom economy, elimination of stages with the isolation of undesirable by-products, availability of starting materials and simplicity of the procedure. New 2-hydroxyethylamino-5-substituted 6H-1,3,4-thiadiazine hydrobromides were characterized by ¹H NMR, ¹³C NMR and elemental analysis.
ISSN:2411-1414