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Redetermination of the structure of 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-en-5-ium chloride monohydrate
The reaction of β-(thiomorpholin-1-yl)propioamidoxime with tosyl chloride in CHCl(3) in the presence of DIPEA when heated at 343 K for 8 h afforded the title hydrated salt, C(7)H(14)N(3)S(+)·Cl(−)·H(2)O, in 84% yield. This course of the tosylation reaction differs from the result of tosylation o...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8819427/ https://www.ncbi.nlm.nih.gov/pubmed/35145744 http://dx.doi.org/10.1107/S2056989022000111 |
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author | Kayukova, Lyudmila A. Yergaliyeva, Elmira M. Vologzhanina, Anna V. |
author_facet | Kayukova, Lyudmila A. Yergaliyeva, Elmira M. Vologzhanina, Anna V. |
author_sort | Kayukova, Lyudmila A. |
collection | PubMed |
description | The reaction of β-(thiomorpholin-1-yl)propioamidoxime with tosyl chloride in CHCl(3) in the presence of DIPEA when heated at 343 K for 8 h afforded the title hydrated salt, C(7)H(14)N(3)S(+)·Cl(−)·H(2)O, in 84% yield. This course of the tosylation reaction differs from the result of tosylation obtained for this substrate at room temperature, when only 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-ene-5-ammonium tosylate was isolated in 56% yield. The structure of the reaction product was established by physicochemical methods, spectroscopy, and X-ray diffraction. The single-crystal data demonstrated that the previously reported crystal structure of this compound [Kayukova et al. (2021). Chem. J. Kaz, 74, 21–31] had been refined in a wrong space group. In the extended structure, the chloride anions, water molecules and amine groups of the cations form two-periodic hydrogen-bonded networks with the fes topology. |
format | Online Article Text |
id | pubmed-8819427 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-88194272022-02-09 Redetermination of the structure of 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-en-5-ium chloride monohydrate Kayukova, Lyudmila A. Yergaliyeva, Elmira M. Vologzhanina, Anna V. Acta Crystallogr E Crystallogr Commun Research Communications The reaction of β-(thiomorpholin-1-yl)propioamidoxime with tosyl chloride in CHCl(3) in the presence of DIPEA when heated at 343 K for 8 h afforded the title hydrated salt, C(7)H(14)N(3)S(+)·Cl(−)·H(2)O, in 84% yield. This course of the tosylation reaction differs from the result of tosylation obtained for this substrate at room temperature, when only 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-ene-5-ammonium tosylate was isolated in 56% yield. The structure of the reaction product was established by physicochemical methods, spectroscopy, and X-ray diffraction. The single-crystal data demonstrated that the previously reported crystal structure of this compound [Kayukova et al. (2021). Chem. J. Kaz, 74, 21–31] had been refined in a wrong space group. In the extended structure, the chloride anions, water molecules and amine groups of the cations form two-periodic hydrogen-bonded networks with the fes topology. International Union of Crystallography 2022-01-11 /pmc/articles/PMC8819427/ /pubmed/35145744 http://dx.doi.org/10.1107/S2056989022000111 Text en © Kayukova et al. 2022 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Kayukova, Lyudmila A. Yergaliyeva, Elmira M. Vologzhanina, Anna V. Redetermination of the structure of 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-en-5-ium chloride monohydrate |
title | Redetermination of the structure of 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-en-5-ium chloride monohydrate |
title_full | Redetermination of the structure of 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-en-5-ium chloride monohydrate |
title_fullStr | Redetermination of the structure of 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-en-5-ium chloride monohydrate |
title_full_unstemmed | Redetermination of the structure of 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-en-5-ium chloride monohydrate |
title_short | Redetermination of the structure of 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-en-5-ium chloride monohydrate |
title_sort | redetermination of the structure of 2-amino-8-thia-1,5-diazaspiro[4.5]dec-1-en-5-ium chloride monohydrate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8819427/ https://www.ncbi.nlm.nih.gov/pubmed/35145744 http://dx.doi.org/10.1107/S2056989022000111 |
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