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3-[(Furan-2-yl)carbonyl]-1-(pyrimidin-2-yl)thiourea
The title compound, C(10)H(8)N(4)O(2)S, was synthesized from furoyl isothiocynate and 2-aminopyrimidine in dry acetone. The two N—H groups are in an anti conformation with respect to each other and one N—H group is anti to the C=S group while the other is syn. The amide C=S and the C=O groups are...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588843/ https://www.ncbi.nlm.nih.gov/pubmed/23468808 http://dx.doi.org/10.1107/S1600536812044029 |
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author | Singh, Durga P. Pratap, Seema Gupta, Sushil K. Butcher, Ray J. |
author_facet | Singh, Durga P. Pratap, Seema Gupta, Sushil K. Butcher, Ray J. |
author_sort | Singh, Durga P. |
collection | PubMed |
description | The title compound, C(10)H(8)N(4)O(2)S, was synthesized from furoyl isothiocynate and 2-aminopyrimidine in dry acetone. The two N—H groups are in an anti conformation with respect to each other and one N—H group is anti to the C=S group while the other is syn. The amide C=S and the C=O groups are syn to each other. The mean plane of the central thiourea fragment forms dihedral angles of 13.50 (14) and 5.03 (11)° with the furan and pyrimidine rings, respectively. The dihedral angle between the furan and pyrimidine rings is 18.43 (10)°. The molecular conformation is stabilized by an intramolecular N—H⋯N hydrogen bond generating an S(6) ring motif. In the crystal, molecules are linked by pairs of N—H⋯N and weak C—H⋯S hydrogen bonds to form inversion dimers. |
format | Online Article Text |
id | pubmed-3588843 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35888432013-03-06 3-[(Furan-2-yl)carbonyl]-1-(pyrimidin-2-yl)thiourea Singh, Durga P. Pratap, Seema Gupta, Sushil K. Butcher, Ray J. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(10)H(8)N(4)O(2)S, was synthesized from furoyl isothiocynate and 2-aminopyrimidine in dry acetone. The two N—H groups are in an anti conformation with respect to each other and one N—H group is anti to the C=S group while the other is syn. The amide C=S and the C=O groups are syn to each other. The mean plane of the central thiourea fragment forms dihedral angles of 13.50 (14) and 5.03 (11)° with the furan and pyrimidine rings, respectively. The dihedral angle between the furan and pyrimidine rings is 18.43 (10)°. The molecular conformation is stabilized by an intramolecular N—H⋯N hydrogen bond generating an S(6) ring motif. In the crystal, molecules are linked by pairs of N—H⋯N and weak C—H⋯S hydrogen bonds to form inversion dimers. International Union of Crystallography 2012-11-07 /pmc/articles/PMC3588843/ /pubmed/23468808 http://dx.doi.org/10.1107/S1600536812044029 Text en © Singh et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Singh, Durga P. Pratap, Seema Gupta, Sushil K. Butcher, Ray J. 3-[(Furan-2-yl)carbonyl]-1-(pyrimidin-2-yl)thiourea |
title | 3-[(Furan-2-yl)carbonyl]-1-(pyrimidin-2-yl)thiourea |
title_full | 3-[(Furan-2-yl)carbonyl]-1-(pyrimidin-2-yl)thiourea |
title_fullStr | 3-[(Furan-2-yl)carbonyl]-1-(pyrimidin-2-yl)thiourea |
title_full_unstemmed | 3-[(Furan-2-yl)carbonyl]-1-(pyrimidin-2-yl)thiourea |
title_short | 3-[(Furan-2-yl)carbonyl]-1-(pyrimidin-2-yl)thiourea |
title_sort | 3-[(furan-2-yl)carbonyl]-1-(pyrimidin-2-yl)thiourea |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588843/ https://www.ncbi.nlm.nih.gov/pubmed/23468808 http://dx.doi.org/10.1107/S1600536812044029 |
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