Abstract
Using NMR spectroscopy, we have determined the relative stability and the effect of the solvent on the ratio of isomeric NN-disubstituted 5-amino-1,2,3-thiadiazole-4-carbothioamides in a mixture. We carried out chromatographic separation of a mixture of 5-benzylamino-1, 2, 3-thiadiazole-4-N-methylcarbothioamide and 5-methylamino-1, 2, 3-thiadiazole-4-N-benzylcarbothioamide and we show that when each compound dissolves, it rapidly isomerizes with formation of the initial composition. We conclude that the orientation of the rearrangement process is thermodynamically controlled.
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References
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Additional information
Organic Synthesis Technology Department, Urals State Mechanical University—UPI, Ekaterinburg 620002. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 548–553, April, 1994.
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Morzherin, Y.Y., Bakulev, V.A., Dankova, E.F. et al. Study of the characteristics of rearrangements of 5-amino-1,2,3-thiadiazole-4-carbothioamides. Chem Heterocycl Compd 30, 483–488 (1994). https://doi.org/10.1007/BF01169948
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DOI: https://doi.org/10.1007/BF01169948