Open Access Open Access  Restricted Access Subscription Access

A NEW METHOD FOR THE CONSTRUCTION OF [1,2,4]TRIAZOLO[1,5-a]PYRIDINE SYSTEM

Владимир А. Ковтуненко, Людмила М. Потиха, Андрей В. Шелепюк, Тараc H. Тарасюк
Cover Image

Abstract


Quaternization of 4-amino-4H-1,2,4-triazole with γ-bromodipnones and 5-(bromomethyl)-2,2,6,6-tetramethylhept-4-en-3-one occurred at the N-1 nitrogen atom, with the formation of quaternary salts that were cyclized in the presence of bases into [1,2,4]triazolo[1,5-a]pyridine derivatives. Quaternary 4-amino-4H-1,2,4-triazolium salts and aromatic 1-amino-1H-[1,2,4]triazolo[1,5-a]pyridinium salts can be deaminated by treatment with nitrous acid, giving 1-substituted 1,2,4-triazoles and the respective [1,2,4]triazolo[1,5-a]pyridines.

Authors: Volodymyr A. Kovtunenko, Lyudmila M. Potikha*, Andriy V. Shelepyuk, Taras N. Tarasiuk


Keywords


4-amino-4H-1,2,4-triazole; 1-amino-1H-[1,2,4]triazolo[1,5-a]pyridine; γ-bromodipnone; 5-(bromomethyl)-2,2,6,6-tetramethylhept-4-en-3-one; deamination; quaternization

Full Text: PDF (Russian) Supplementary File(s): Supporting information (836KB)


 

 

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv