A series of 3-aryl-1-(tetrazol-5′-yl)triazenes was prepared by coupling tetrazole-5-diazonium ion with substituted anilines. The orientation of the ambident methylation reactions of the anion of these systems was investigated. 13C N.m.r. spectra of the mono- and di-methyl derivatives provided information on the preferred tautomeric structure of the parent triazenyltetrazole system.
R. N. Butler, D. P. Shelly and V. C. Garvin, J. Chem. Soc., Perkin Trans. 1, 1984, 1589 DOI: 10.1039/P19840001589
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