A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles

Symmetric and non-symmetric 2-(N-H, N-methyl, N-ethylenyl and N-aryl)guanidinebenzothiazoles were synthesized from the reaction of ammonia, methylamine, pyrrolidine and aniline with dimethyl benzo[d]thiazol-2-yl-carbono-dithioimidate (5) as intermediate. The products were characterized by (1)H-, (13...

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Autores principales: Cruz, Alejandro, Padilla-Martínez, Itzia I., García-Báez, Efrén V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268101/
https://www.ncbi.nlm.nih.gov/pubmed/22922286
http://dx.doi.org/10.3390/molecules170910178
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author Cruz, Alejandro
Padilla-Martínez, Itzia I.
García-Báez, Efrén V.
author_facet Cruz, Alejandro
Padilla-Martínez, Itzia I.
García-Báez, Efrén V.
author_sort Cruz, Alejandro
collection PubMed
description Symmetric and non-symmetric 2-(N-H, N-methyl, N-ethylenyl and N-aryl)guanidinebenzothiazoles were synthesized from the reaction of ammonia, methylamine, pyrrolidine and aniline with dimethyl benzo[d]thiazol-2-yl-carbono-dithioimidate (5) as intermediate. The products were characterized by (1)H-, (13)C-NMR spectroscopy and three of them by X-ray diffraction analysis. HN-phenyl protons formed intramolecular hydrogen bonds that assist the stereochemistry of the second substituent, whereas the HN-alkyl protons were involved in intermolecular hydrogen bonding.
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spelling pubmed-62681012018-12-12 A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles Cruz, Alejandro Padilla-Martínez, Itzia I. García-Báez, Efrén V. Molecules Article Symmetric and non-symmetric 2-(N-H, N-methyl, N-ethylenyl and N-aryl)guanidinebenzothiazoles were synthesized from the reaction of ammonia, methylamine, pyrrolidine and aniline with dimethyl benzo[d]thiazol-2-yl-carbono-dithioimidate (5) as intermediate. The products were characterized by (1)H-, (13)C-NMR spectroscopy and three of them by X-ray diffraction analysis. HN-phenyl protons formed intramolecular hydrogen bonds that assist the stereochemistry of the second substituent, whereas the HN-alkyl protons were involved in intermolecular hydrogen bonding. MDPI 2012-08-24 /pmc/articles/PMC6268101/ /pubmed/22922286 http://dx.doi.org/10.3390/molecules170910178 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Cruz, Alejandro
Padilla-Martínez, Itzia I.
García-Báez, Efrén V.
A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles
title A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles
title_full A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles
title_fullStr A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles
title_full_unstemmed A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles
title_short A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles
title_sort synthetic method to access symmetric and non-symmetric 2-(n,n'-disubstituted)guanidinebenzothiazoles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268101/
https://www.ncbi.nlm.nih.gov/pubmed/22922286
http://dx.doi.org/10.3390/molecules170910178
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