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

Authors

  • Anna S. Komendantova N.D. Zelinsky Institute of Organic Chemistry
  • Ksenya A. Ivanova N.D. Zelinsky Institute of Organic Chemistry
  • Konstantin V. Lyssenko A. N. Nesmeyanov Institute of Organoelement Compounds
  • Yulia A. Volkova N.D. Zelinsky Institute of Organic Chemistry
  • Igor V. Zavarzin N.D. Zelinsky Institute of Organic Chemistry

DOI:

https://doi.org/10.1007/5019

Keywords:

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

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.

Published

2019-07-23

Issue

Section

Original Papers