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Russian Chemical Bulletin

, Volume 42, Issue 11, pp 1871–1874 | Cite as

Synthesis and transformations of 2-(5-amino-(mercapto)-1,3,4-thiadiazolylthio)-7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidines

  • S. S. Shukurov
  • M. A. Kukaniev
  • I. M. Nasyrov
  • K. S. Zakharov
  • R. A. Karakhanov
Organic Chemistry

Abstract

The reactions of 2-amino-5-mercapto-(or 2,5-dimercapto)-1,3,4-thiadiazoles with 2-bromo-7-methyl-5-oxo-5H-1, 3,4-thiadiazolo[3, 2-a]pyrimidine to give the corresponding sulfides have been studied. The possibility of S-alkylation and addition of quinone at the free mercapto group in the 1,3,4-thiadiazole ring has been shown. The reactions at the amino group with benzoyl chloride and chloroformates have been investigated. The conditions of cyciodehydration at the amino group with ethyl acetoacetate and bromination of the pyrimidine fragment of 7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidine have been found.

Key words

nucleophilic substitution, 2-amino-5-mercapto-(2,5-dimercapto)-1,3,4-thiadiazoles 2-bromo-7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidine, 2-(5-amino-(mercapto)-1,3,4-thiadiazolylthio)-7-methyl-5-oxo-5H-1,3,4-thiadiazolo[3,2-a]pyrimidine, non-symmetrically substituted bis-sulfides, amides, carbamates of 1,3,4-thiadiazole series 

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Copyright information

© Plenum Publishing Corporation 1994

Authors and Affiliations

  • S. S. Shukurov
    • 1
  • M. A. Kukaniev
    • 1
  • I. M. Nasyrov
    • 1
  • K. S. Zakharov
    • 2
  • R. A. Karakhanov
    • 2
  1. 1.Institute of ChemistryTadjikistan Academy of SciencesDushanbeTadjikistan
  2. 2.I. M. Gubkin National Academy of Oil and GasMoscowRussian Federation

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