Publication
Crystal structures of two 6-(2-hydroxybenzoyl)-5H-thiazolo[3,2-a]pyrimidin-5-ones
| dc.contributor.author | Gomes, Ligia R. | |
| dc.contributor.author | Low, John Nicolson | |
| dc.contributor.author | Cagide, Fernando | |
| dc.contributor.author | Borges, Fernanda | |
| dc.date.accessioned | 2019-10-24T18:04:02Z | |
| dc.date.available | 2019-10-24T18:04:02Z | |
| dc.date.issued | 2015 | |
| dc.description.abstract | he title compounds, 6-(2-hydroxybenzyl)-5H-thiazolo[3,2-a]pyrimidin-5-one, C13H8N2O3S, (1), and 6-(2-hydroxybenzyl)-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one, C14H10N2O3S, (2), were synthesized when a chromone-3-carboxylic acid, activated with (benzotriazol-1-yloxy)tripyrrolidinylphosphonium hexafluoridophosphate (PyBOP), was reacted with a primary heteromamine. Instead of the expected amidation, the unusual title thiazolopyrimidine-5-one derivatives were obtained serendipitously and a mechanism of formation is proposed. Both compounds present an intramolecular O-H...O hydrogen bond, which generates an S(6) ring. The dihedral angles between the heterocyclic moiety and the 2-hydroxybenzoyl ring are 55.22 (5) and 46.83 (6)° for (1) and (2), respectively. In the crystals, the molecules are linked by weak C-H...O hydrogen bonds and [pi]-[pi] stacking interactions. | pt_PT |
| dc.description.version | info:eu-repo/semantics/publishedVersion | pt_PT |
| dc.identifier.doi | 10.1107/S2056989015011044 | pt_PT |
| dc.identifier.issn | 2056-9890 | |
| dc.identifier.uri | http://hdl.handle.net/10284/8168 | |
| dc.language.iso | eng | pt_PT |
| dc.peerreviewed | yes | pt_PT |
| dc.publisher | International Union of Crystallography | pt_PT |
| dc.relation.publisherversion | http://scripts.iucr.org/cgi-bin/paper?hb7437 | pt_PT |
| dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | pt_PT |
| dc.subject | Crystal structure | pt_PT |
| dc.subject | Thiazole | pt_PT |
| dc.subject | Conformation | pt_PT |
| dc.subject | Supramolecular structure | pt_PT |
| dc.subject | Hydrogen bonding | pt_PT |
| dc.title | Crystal structures of two 6-(2-hydroxybenzoyl)-5H-thiazolo[3,2-a]pyrimidin-5-ones | pt_PT |
| dc.type | journal article | |
| dspace.entity.type | Publication | |
| oaire.citation.endPage | 771 | pt_PT |
| oaire.citation.issue | 7 | pt_PT |
| oaire.citation.startPage | 766 | pt_PT |
| oaire.citation.title | Acta Crystallographica Section E: Crystallographic Communications | pt_PT |
| oaire.citation.volume | 71 | pt_PT |
| person.familyName | Maria da Silva Rebelo Gomes | |
| person.givenName | Lígia | |
| person.identifier.ciencia-id | A41A-22BE-18F0 | |
| person.identifier.orcid | 0000-0002-3496-6052 | |
| rcaap.rights | openAccess | pt_PT |
| rcaap.type | article | pt_PT |
| relation.isAuthorOfPublication | 66614656-b892-46ad-93f3-7586580fd733 | |
| relation.isAuthorOfPublication.latestForDiscovery | 66614656-b892-46ad-93f3-7586580fd733 |