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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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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. |
format | Online Article Text |
id | pubmed-8434302 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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