SYNTHESIS OF ETHERS AND ESTERS OF VICINAL TRIAZOLES

DOI: 
10.6060/tcct.20165910.5365

Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2016. V. 59. N 10. P. 4-10

The way for synthesis of bi and poly cyclic triazole-containing systems cross-linking with ether and ester functional fragments was proposed. We tested the way including the syn-thesis of poly nuclear azole-containing ensembles by means of transformation of terminal –N3 and –C≡СН groups into heterocyclic structures. Initial sintonies for such transformation were diazides or diacetylene esters. The synthesis of ethers and esters containing 1,2,3-triazoles and other hetero cycles was carried out. Ethers and esters were synthesized with the selective reaction of 1,3-bipolar cyclic attachment of organic azides to triple bond of initial precursors. Esters were synthesized with nucleophilic substitution of halogen-ion in molecules of appropriate chloranhydrides of 1,2,3-triazolecarboxylic acids in a reaction with various mono and poly atomic alcohols including heterocyclic compounds. Concentrations of initial reagents, synthesis conditions (time, temperatures etc) and product yields are given. Compo-sition and structure of synthesized compounds was confirmed by NMR, IR spectroscopy and elemental analysis. Data on characteristic features of MNR (acetone- 1H, DMSO- 13C) and IR spectra for synthesized compounds are given. The elemental composition calculated on chemical structure and obtained from elemental analysis agrees well.

Key words: vicinal triazoles, organic and inorganic azides, acetylene compounds, ethers and es-ter, cycloaddition reaction

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2016, Т. 59, № 10, Стр. 4-10

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