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A Novel Approach to the Synthesis of 1,3,4-Thiadiazole-2-amine Derivatives

The main purpose of the study was the development of a new method for synthesis of 1,3,4-thiadiazol-2-amine derivatives in a one-pot manner using the reaction between a thiosemicarbazide and carboxylic acid without toxic additives such as POCl(3) or SOCl(2). The reaction was investigated in the pres...

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Autores principales: Kokovina, Tatiana S., Gadomsky, Svyatoslav Y., Terentiev, Alexei A., Sanina, Nataliya A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8434302/
https://www.ncbi.nlm.nih.gov/pubmed/34500593
http://dx.doi.org/10.3390/molecules26175159
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author Kokovina, Tatiana S.
Gadomsky, Svyatoslav Y.
Terentiev, Alexei A.
Sanina, Nataliya A.
author_facet Kokovina, Tatiana S.
Gadomsky, Svyatoslav Y.
Terentiev, Alexei A.
Sanina, Nataliya A.
author_sort Kokovina, Tatiana S.
collection PubMed
description The main purpose of the study was the development of a new method for synthesis of 1,3,4-thiadiazol-2-amine derivatives in a one-pot manner using the reaction between a thiosemicarbazide and carboxylic acid without toxic additives such as POCl(3) or SOCl(2). The reaction was investigated in the presence of polyphosphate ester (PPE). It was found that, in the presence of PPE, the reaction between the thiosemicarbazide and carboxylic acid proceeds in one-pot through three steps with the formation of corresponding 2-amino-1,3,4-thiadiazole. Using the developed approach five, 2-amino-1,3,4-thiadiazoles were synthesized. The structures of all compounds were proven by mass spectrometry, IR, and NMR spectroscopies.
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spelling pubmed-84343022021-09-12 A Novel Approach to the Synthesis of 1,3,4-Thiadiazole-2-amine Derivatives Kokovina, Tatiana S. Gadomsky, Svyatoslav Y. Terentiev, Alexei A. Sanina, Nataliya A. Molecules Communication The main purpose of the study was the development of a new method for synthesis of 1,3,4-thiadiazol-2-amine derivatives in a one-pot manner using the reaction between a thiosemicarbazide and carboxylic acid without toxic additives such as POCl(3) or SOCl(2). The reaction was investigated in the presence of polyphosphate ester (PPE). It was found that, in the presence of PPE, the reaction between the thiosemicarbazide and carboxylic acid proceeds in one-pot through three steps with the formation of corresponding 2-amino-1,3,4-thiadiazole. Using the developed approach five, 2-amino-1,3,4-thiadiazoles were synthesized. The structures of all compounds were proven by mass spectrometry, IR, and NMR spectroscopies. MDPI 2021-08-25 /pmc/articles/PMC8434302/ /pubmed/34500593 http://dx.doi.org/10.3390/molecules26175159 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Kokovina, Tatiana S.
Gadomsky, Svyatoslav Y.
Terentiev, Alexei A.
Sanina, Nataliya A.
A Novel Approach to the Synthesis of 1,3,4-Thiadiazole-2-amine Derivatives
title A Novel Approach to the Synthesis of 1,3,4-Thiadiazole-2-amine Derivatives
title_full A Novel Approach to the Synthesis of 1,3,4-Thiadiazole-2-amine Derivatives
title_fullStr A Novel Approach to the Synthesis of 1,3,4-Thiadiazole-2-amine Derivatives
title_full_unstemmed A Novel Approach to the Synthesis of 1,3,4-Thiadiazole-2-amine Derivatives
title_short A Novel Approach to the Synthesis of 1,3,4-Thiadiazole-2-amine Derivatives
title_sort novel approach to the synthesis of 1,3,4-thiadiazole-2-amine derivatives
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8434302/
https://www.ncbi.nlm.nih.gov/pubmed/34500593
http://dx.doi.org/10.3390/molecules26175159
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