Quaternization of tetrazoles under high pressure and establishment of the structures of quaternary tetrazolium salts by 13C NMR spectroscopy

The quaternization of 1- and 2-acetonyl-5-R-tetrazoles, as well as dimethyltetrazole, was accomplished under high pressure conditions (5000–14,000 kgf/cm²) by means of bromoacetone and methyl iodide and at atmospheric pressure and room temperature under the influence of methyl fluorosulfate. The structure of the salts were ascertained by ¹³C NMR spectroscopy, and the principles of the change in the chemical shifts and the spin-spin coupling constants during quaternization and protonation of the tetrazoles were studied.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1118–1124, August, 1982.