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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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Autores principales: Kayukova, Lyudmila A., Yergaliyeva, Elmira M., Vologzhanina, Anna V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
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.
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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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