Chemistry of Heterocyclic Compounds

, Volume 24, Issue 4, pp 413–417 | Cite as

Tetrazoles. 24. Preparation of 1,4-dimethyl- and 2,4-dimethyl-5-aryl-tetrazolium salts

  • I. Yu. Shirobokov
  • M. V. Chekushina
  • V. A. Ostrovskii
  • G. I. Koldobskii
  • G. B. Erusalimskii


Alkylation of 1-methyl-5-aryltetrazoles with dimethyl sulfate leads to the formation of 1,4-dimethyl-5-aryltetrazolium ion salts. Alkylation of isomeric 2-methyl-5-aryltetrazoles also apparently takes place at the N(4) atom. 1-Methyl-5-aryltetrazoles display greater reactivity with respect to methylation than the isomeric 2-methyl-5-aryltetrazoles. 1,4-Dimethyl-5-aryltetrazolium methylsulfate salts isomerize upon heating to give the more stable 2,4-dimethyl-5-aryltetrazolium ion salts.


Sulfate Methylation Organic Chemistry Dimethyl Alkylation 
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Copyright information

© Plenum Publishing Corporation 1988

Authors and Affiliations

  • I. Yu. Shirobokov
    • 1
  • M. V. Chekushina
    • 1
  • V. A. Ostrovskii
    • 1
  • G. I. Koldobskii
    • 1
  • G. B. Erusalimskii
    • 1
  1. 1.Lensovet Leningrad Technological InstituteLeningrad

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