TRIPLE EQUILIBRIUM IN N'-ARYL-N-TOSYLDIAZOMALONIMIDOLATES, 1-TOSYL-1,2,3-TRIAZOL-5-OLATES, AND 1-ARYL-1,2,3-TRIAZOL-5-OLATES

Abstract

A series of 1-tosyl-substituted 4-arylcarbamoyl-1,2,3-triazol-2-olates, which can undergo rearrangement to isomeric 1-aryl-4-tosylcarbamoyl-1,2,3-triazol-5-olates and N-tosyl-N'-aryldiazomalonimidolates, were synthesized. An equilibrium between these compounds is observed in solutions in DMSO. The introduction of an electron-withdrawing substituent into the aryl residue increases the stability of the 1-tosyl-1,2,3-triazoles but reduces the stability of the 1-aryl-1,2,3-triazoles. π-Donating substituents increase the stability of the open-chain structure.

How to Cite
Morzherin, Yu. Yu.; Rozin, Yu. A.; Savel'eva, E. A.; Bakulev, V. A. Chem. Heterocycl. Compd. 2003, 39, 168. [Khim. Geterotsikl. Soedin. 2003, 196.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1023756005530