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FACILE SYNTHESIS OF CARBOXAMIDE-SUBSTITUTED 1,3,4-THIADIAZINES AND 5,6-DIHYDRO-4H-1,3,4-THIADIAZIN-5-OLS

Anna S. Komendantova, Ksenya A. Ivanova, Konstantin V. Lyssenko, Yulia A. Volkova, Igor V. Zavarzin
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Abstract


Novel 2-carboxamide-substituted 1,3,4-thiadiazines and 5,6-dihydro-4H-1,3,4-thiadiazin-5-ols were synthesized by the reaction of oxamic acid thiohydrazides with phenacyl bromides. This reaction was performed using an equimolar mixture of thiohydrazide and α-bromoacetophenones in methanol under basic conditions. The ratio of products obtained in the cyclocondensation was found to be strongly dependent on the substitution pattern and reaction conditions.


Keywords


5,6-dihydro-4H-[1,3,4]thiadiazin-5-ols; oxamic acid thiohydrazides; phenacyl bromide; 1,3,4-thiadiazines; cyclocondensation

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