2-Azido-1,3,4-thiadiazoles, 2-Azido-1,3-thiazoles, and Aryl Azides in the Synthesis of 1,2,3-Triazole-4-carboxylic Acids and Their Derivatives
- Authors: Pokhodylo N.T.1, Shyyka O.Y.1, Savka R.D.1, Obushak M.D.1
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Affiliations:
- Ivan Franko Lviv National University
- Issue: Vol 54, No 7 (2018)
- Pages: 1090-1099
- Section: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/218472
- DOI: https://doi.org/10.1134/S1070428018070205
- ID: 218472
Cite item
Abstract
Diazotization of 2-amino-1,3,4-thiadiazoles gave 1,3,4-thiadiazole-2-diazonium sulfates which were converted to 2-azido-1,3,4-thiadiazoles. The latter reacted with ethyl acetoacetate in the presence of sodium methoxide in methanol to produce 1-(5-R1-1,3,4-thiadiazol-2-yl)-5-R2-1H-1,2,3-triazole-4-carboxylic acid derivatives. The reactions of 2-azido-5-methyl-1,3,4-thiadiazole and 2-azido-1,3-thiazole with ethyl 3-(1,3-benzodioxol-5-yl)-3-oxopropanoate led to the formation of 1,2,3-triazole ring under milder conditions (K2CO3, DMSO). Various 1,2,3-triazole-4-carboxylic acid derivatives were synthesized.
About the authors
N. T. Pokhodylo
Ivan Franko Lviv National University
Email: obushak@in.lviv.ua
Ukraine, ul. Kirilla i Mefodiya 6, Lviv, 79005
O. Ya. Shyyka
Ivan Franko Lviv National University
Email: obushak@in.lviv.ua
Ukraine, ul. Kirilla i Mefodiya 6, Lviv, 79005
R. D. Savka
Ivan Franko Lviv National University
Email: obushak@in.lviv.ua
Ukraine, ul. Kirilla i Mefodiya 6, Lviv, 79005
M. D. Obushak
Ivan Franko Lviv National University
Author for correspondence.
Email: obushak@in.lviv.ua
Ukraine, ul. Kirilla i Mefodiya 6, Lviv, 79005
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