THE DESIGN AND SYNTHESIS OF 5-(MORPHOLIN-4-YL)-<i>N</i>'-SULFONYL-1,2,3-THIADIAZOLE-4-AMIDINES

Authors

  • Лидия Н. Дианова Department of Organic Synthesis Technology, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Татьяна В. Березкина Department of Organic Synthesis Technology, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Джин Фан State Key Laboratory of Elemento-Organic Chemistry, Nankai University, 94 Weijin Road, Tianjin 300071, P.R.China
  • Валерий О. Филимонов Department of Organic Synthesis Technology, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Василий А. Бакулев Department of Organic Synthesis Technology, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

DOI:

https://doi.org/10.1007/6915

Keywords:

cyclic amines, morpholine, sulfonyl azides, 1, 2, 3-thiadiazoles, 2-thiocarbamoylacetimidamides.

Abstract

A strategy was proposed for the synthesis of 5-(morpholin-4-yl)-N'-sulfonyl-1,2,3-thiadiazole-4-imidamides, as well as previously unknown 2thiocarbamoyl acetimidamides. Their reactions with arylsulfonyl azides were studied. In the case of reactions between dimorpholine derivatives of 2-thiocarbamoylacetimidamides and arylsulfonyl azides, diazo transfer did not occur. Instead, a new process was observed, producing the target molecules in one synthetic step via the formation of triazene intermediate and the elimination of ammonia.

 

Author Biography

Василий А. Бакулев, Department of Organic Synthesis Technology, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

The chief of the technologyfor Organic Synthesis Department

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Published

2022-10-21

Issue

Vol. 58 No. 10 (2022): Chemistry of polyheteroatomic heterocyclic systems

Section

Short Communications