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Paper | Regular issue | Vol 31, No. 5, 1990, pp.833-840
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5159
Triazolium Salts, III: 1-(1,1-dimethylethyl)-4,5-dihydro-3,3-dimethyl-5-oxo-3H-1,2,4-triazolium Chloride

Joachim G. Schantl,* Norbert Lanznaster, and Hubert Gstach

*Institut für Organische und Pharmazeutisch Chemie, Universität Innsbruck, Innrain 52, A-6020 Innsbruck, Austria

Abstract

The cycloaddition reaction of acetone t-butylhydrazone (6) with cyanic acid yielded the 1,2,4-triazolidin-3-one 1c, subsequent oxidative ring-opening afforded the t-butylazoalkyl isocyanate 3c. Derivatization of the isocyanate function of 3c furnished the carbamic acid derivatives 7-10. Reactions involving both geminal functional groups of 3c led to the heterocycles 11,12, and the title compound 4c; some properties and reactions of the triazolium salt 4c are described.