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Russian Chemical Bulletin

, Volume 59, Issue 4, pp 867–869 | Cite as

3-(4-Thiocarbamoyl-1,2,3-triazol-1-yl)benzo-15-crown-5: synthesis and properties

  • P. E. Prokhorova
  • T. V. Glukhareva
  • L. V. Dyudya
  • E. A. Alekseeva
  • Yu. Yu. Morzherin
Brief Communications

Abstract

A reaction of 1,2,3-thiadiazole-4-carbaldehyde with 3-aminobenzo-15-crown-5 involves the Cornforth rearrangement of the 1,2,3-thiadiazole ring, which leads to 1,2,3-triazole-4-carbothioamide containing the benzocrown ether substituent in position 1 of the triazole ring. Reversible formation of the isomeric thiadiazole occurs in aprotic nonpolar solvents such as deuterated chloroform. These compounds are suitable for extraction of α-amino acids from an aqueous phase.

Key words

rearrangement nitrogen-containing heterocycles crown ether extraction α-amino acids. 

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Copyright information

© Springer Science+Business Media, Inc.  2010

Authors and Affiliations

  • P. E. Prokhorova
    • 1
  • T. V. Glukhareva
    • 1
  • L. V. Dyudya
    • 1
  • E. A. Alekseeva
    • 2
  • Yu. Yu. Morzherin
    • 1
  1. 1.Ural State Technical UniversityEkaterinburgRussian Federation
  2. 2.A. V. Bogatsky Institute of Physical ChemistryNational Academy of Sciences of UkraineOdessaUkraine

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