Efficient Synthesis Of 5-Substituted Ethyl 1,2,4-Triazole-3-Carboxylates-Reference-Cited by-同舟云学术

Efficient Synthesis Of 5-Substituted Ethyl 1,2,4-Triazole-3-Carboxylates

Published:2016 Issue:2 Volume:4 Page:28-32
ISSN:2312-3222
Container-title:French-Ukrainian Journal of Chemistry
language:
Short-container-title:Fr. Ukr. J. Chem.

Author:

Khomenko Dmytro¹,Doroschuk Roman¹,Lampeka Rostyslav¹

Affiliation:

1. Taras Shevchenko National University of Kyiv

Abstract

Easily accessible carboxylic acid hydrazides undergo cyclocondensation with ethyl carbethoxyformimidate, giving 5-substituted ethyl 1,2,4-triazole-3-carboxylates. These are important building blocks in organic synthesis. The approach we used to obtain title compounds made possible synthesis of 3-(2-aminophenyl)-1,2,4-triazole.

Publisher

Taras Shevchenko National University of Kyiv

Reference14 articles.

1. Kharb R, Sharma P, Yar M. Pharmacological significance of triazole scaffold. Journal of Enzyme Inhibition and Medicinal Chemistry 2010;26(1):1-21. https://doi.org/10.3109/14756360903524304

2. Kini G, Robins R, Avery T. Synthesis and antitumor activity of ribavirin imidates. New facile synthesis of ribavirin amidine (1-.beta.-D-ribofuranosyl-1,2,4-triazole-3-carboxamidine hydrochloride). J. Med. Chem. 1989;32(7):1447-1449. https://doi.org/10.1021/jm00127a008

3. Witkowski J, Robins R, Sidwell R, Simon L. Design, synthesis, and broad spectrum antiviral activity of 1-.beta.-D-ribofuranosyl-1,2,4-triazole-3-carboxamide and related nucleosides. J. Med. Chem. 1972;15(11):1150-1154. https://doi.org/10.1021/jm00281a014

4. Huynh-Dinh T, Igolen J, Bisagni E, Marquet J, Civier A. Synthesis of C-nucleosides. Part 14. 5(3)-Glycosyl-1,2,4-triazole-3(5) carboxamides as analogues of ribavirin. Journal of the Chemical Society, Perkin Transactions 1 1977;(7):761. https://doi.org/10.1039/p19770000761

5. Cesar J, Sollner M. Use of 3,5-Disubstituted 1,2,4-Triazoles for the Synthesis of Peptidomimetics. Synthetic Communications 2000;30(22):4147-4158. https://doi.org/10.1080/00397910008087031

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