Exhaustive N-<i>tert</i>-butylation of tetrazoles in the <i>t</i>-BuOH-HBF<sub>4</sub> system

Authors

  • П. Н. Гапоник Scientific-Research Institute of Physicochemical Problems, Belorussian State University, Minsk 220080
  • Ю. B. Григорьев Scientific-Research Institute of Physicochemical Problems, Belorussian State University, Minsk 220080
  • Т. Н. Андреева Scientific-Research Institute of Physicochemical Problems, Belorussian State University, Minsk 220080
  • И. И. Марyда Scientific-Research Institute of Physicochemical Problems, Belorussian State University, Minsk 220080

Abstract

Tetrazole and its N-monosubstituted and C,N-disubstituted derivatives in a 48% HBF4 medium react with tert-butyl alcohol, forming the corresponding tetrazolium salts. In this case, tert-butylation of 2-monosubstituted and 2,5-disubstituted tetrazoles occurs at the N(4) atom, as in the case of other alkylating agents; the 1-substituted isomers, in contrast, are quaternized preferentially at the less basic atom N(3), while the 1,5-disubstituted isomers are quaternized exclusively at the N(3) atom.

How to Cite
Gaponik, P. N.; Grigor'ev, Y. V.; Andreeva, T. N.; Maruda, I. I. Chem. Heterocycl. Compd. 1995, 31, 797. [Khim. Geterotsikl. Soedin. 1995, 915.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01170739

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Published

1995-07-25

Issue

No. 7 (1995)

Section

Original Papers