SYNTHESIS, STRUCTURE, AND BIOLOGICAL ACTIVITY OF 2,6-DIAZIDO-4-METHYLNICOTINONITRILE DERIVATIVES

Authors

  • Людмила Всеволодовна Дядюченко All-Russian Research Institute of Biological Plant Protection
  • Ирина Геннадиевна Дмитриева Kuban State Agrarian University
  • Николай Александрович Аксенов North Caucasus Federal University
  • Виктор Викторович Доценко Kuban State University

DOI:

https://doi.org/10.1007/4655

Keywords:

azidopyridines, iminophosphoranes, nicotinonitriles, 1, 2, 3-triazoles, Dimroth reaction, Staudinger reaction, growth regulating activity

Abstract

A number of 2,6-diazido-4-methylnicotinonitrile derivatives has been synthesized as prospective novel plant growth regulators. The 2[(triphenylphosphoranylidene)amino]tetrazolo[1,5-a]pyridine derivative is selectively formed from 2,6-diazido-4-methylnicotinonitrile under the conditions of the Staudinger reaction, from which N-(6-azido-5-cyano-4-methylpyridin-2-yl)acylamides can be obtained by sequential reduction and acylation. The obtained azidopyridines are converted into the corresponding 1,2,3-triazoles when treated with 1,3-dicarbonyl compounds in the presence of Et3N. Field studies showed that some of the synthesized compounds were effective growth regulators of wheat.

Authors: Ludmila V. Dyadyuchenko, Irina G. Dmitrieva,
Nikolai A. Aksenov, Victor V. Dotsenko

 

Downloads

Published

2018-11-12

Issue

Vol. 54 No. 10 (2018)

Section

Original Papers