ELECTROPHILIC REACTIONS OF 5-ARYLTETRAZOLES: SYNTHESIS OF ISOMERIC 2-(ADAMANTAN-1-YL)-5-NITROPHENYL-2<i>Н</i>-TETRAZOLES AND THEIR DERIVATIVES

Authors

  • Ольга В. Миколайчук Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg 199034
  • Дарья В. Спасибенко Saint-Petersburg State Institute of Technology (Technical University), 26 Moskovsky Ave., Saint Petersburg 190013
  • Ростислав Е. Трифонов Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg 199034 Saint-Petersburg State Institute of Technology (Technical University), 26 Moskovsky Ave., Saint Petersburg 190013

DOI:

https://doi.org/10.1007/5697

Keywords:

2-(adamantan-1-yl)-5-aryl-2H-tetrazoles, reduction, nitration, synchronous thermal analysis, NMR spectroscopy

Abstract

The reaction of isomeric 5-nitrophenyl-NH-tetrazoles with adamantan-1-ol in concentrated sulfuric acid gave rise to new isomeric 2-(adamantan-1-yl)-5-nitrophenyl-2H-tetrazoles, nitration and reduction of which produced the corresponding dinitro and amino derivatives. The structures of the obtained compounds were proved by 1H, 13C NMR spectroscopy and high-resolution mass spectrometry. The thermal stability of the dinitro derivative was studied by the method of synchronous thermal analysis.

Authors: Olga V. Mikolaichuk, Daria V. Spasibenko, Rostislav E. Trifonov*

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Published

2020-08-20

Issue

Vol. 56 No. 7 (2020): Synthesis and transformations of heterocycles under electrophilic conditions

Section

Short Communications