Reaction of Diethyl Chloroethynylphosphonate with 3-Amino-1,2,4-triazoles
- 1 January 2021
- journal article
- research article
- Published by Pleiades Publishing Ltd in Russian Journal of General Chemistry
- Vol. 91 (1), 72-76
- https://doi.org/10.1134/S1070363221010072
Abstract
A series of new 6-phosphonylated 1H-imidazo[2,1-c][1,2,4]triazoles was synthesized by the reaction of diethyl chloroethynylphosphonate with 2-substituted 3-amino-1,2,4-triazoles followed by 5-endo-dig cyclization. It was found that 3-amino-5-bromo-1,2,4-triazole reacts in another way, leading to the formation of the corresponding symmetric amidine, diethyl {2-[(3-bromo-1-methyl-1H-1,2,4-triazol-5-yl)amino]-2-[(3-bromo-1-methyl-1H-1,2,4-triazol-5-yl)imino]ethyl}phosphonate.Keywords
This publication has 16 references indexed in Scilit:
- Phosphonates: Their Natural Occurrence and Physiological RolePublished by IntechOpen ,2020
- Annelation of substituted 3-Hydrazinylimidazo [2,1-c] [1,2,4] triazolone to a series of fused [1,2,4]triazepine and [1,2,4]triazine analogues and evaluation of their anticancer activityTetrahedron, 2020
- Natural Products Containing ‘Rare’ Organophosphorus Functional GroupsMolecules, 2019
- Phosphonate BiochemistryChemical Reviews, 2016
- Synthesis, antimicrobial and antioxidant activities of imidazotriazoles and new multicomponent reaction toward 5-amino-1-phenyl[1,2,4]triazole derivativesMedicinal Chemistry Research, 2015
- Imidazothiazole and related heterocyclic systems. Synthesis, chemical and biological propertiesEuropean Journal of Medicinal Chemistry, 2015
- Synthesis and Reactions of Some Novel Nicotinonitrile, Thiazolotriazole, and Imidazolotriazole Derivatives for Antioxidant EvaluationSynthetic Communications, 2010
- Direct Phosphonylation of Aromatic AzaheterocyclesChemical Reviews, 2009
- Synthesis of 1H-imidazo[1,2-b]-1,2,4-triazol-6-amines via multicomponent reactionMolecular Diversity, 2007
- Synthetic Methods for Azaheterocyclic Phosphonates and Their Biological ActivityChemical Reviews, 2004