dc.contributor.author | Koyioni, Maria G. | en |
dc.contributor.author | Manoli, Maria | en |
dc.contributor.author | Manolis, M. J. | en |
dc.contributor.author | Koutentis, Panayiotis Andreas | en |
dc.creator | Koyioni, Maria G. | en |
dc.creator | Manoli, Maria | en |
dc.creator | Manolis, M. J. | en |
dc.creator | Koutentis, Panayiotis Andreas | en |
dc.date.accessioned | 2019-11-21T06:20:58Z | |
dc.date.available | 2019-11-21T06:20:58Z | |
dc.date.issued | 2014 | |
dc.identifier.uri | http://gnosis.library.ucy.ac.cy/handle/7/55746 | |
dc.description.abstract | The reaction of Appel salt 1 with 1H-pyrazol-5-amines 2 gives main products N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-1H-pyrazol-5-amines 3, and 6H-pyrazolo[3,4-c]isothiazole-3-carbonitriles 5, together with several minor side products. When the pyrazoles are N-1 methylated, the product ratio 3:5 can be modified by adjusting the pH of the reaction medium: acidic conditions favor formation of the dithiazolylidenes 3, while basic conditions favor formation of pyrazolo[3,4-c]isothiazoles 5. Furthermore, thermolysis of N-(4-chloro-5H-1,2,3- dithiazol-5-ylidene)-1H-pyrazol-5-amines 3 gives 1H-pyrazolo[3,4-d]thiazole-5- carbonitriles 4. Single crystal X-ray crystallography supports the structure of 4,6-dimethyl-6H-pyrazolo[3,4-c]isothiazole-3-carbonitrile (5a) and helps resolve a previous incorrect structural assignment of 1H-pyrazolo[3,4-d]thiazole-5- carbonitriles 4. © 2014 American Chemical Society. | en |
dc.source | Journal of Organic Chemistry | en |
dc.source.uri | https://www.scopus.com/inward/record.uri?eid=2-s2.0-84899876041&doi=10.1021%2fjo500509e&partnerID=40&md5=79ac96f4d2e050850aefd9bede7f0835 | |
dc.subject | article | en |
dc.subject | unclassified drug | en |
dc.subject | chemistry | en |
dc.subject | synthesis | en |
dc.subject | Chlorine compounds | en |
dc.subject | chemical structure | en |
dc.subject | X ray crystallography | en |
dc.subject | chemical reaction | en |
dc.subject | reaction analysis | en |
dc.subject | proton nuclear magnetic resonance | en |
dc.subject | Molecular Structure | en |
dc.subject | mass spectrometry | en |
dc.subject | Side products | en |
dc.subject | Amines | en |
dc.subject | carbon nuclear magnetic resonance | en |
dc.subject | thiazole derivative | en |
dc.subject | Thiazoles | en |
dc.subject | Product ratios | en |
dc.subject | Single crystal X-ray crystallography | en |
dc.subject | Acidic conditions | en |
dc.subject | amine | en |
dc.subject | isothiazole derivative | en |
dc.subject | pyrazole derivative | en |
dc.subject | 4,5-dichloro-1,2,3-dithiazolium chloride | en |
dc.subject | Carbonitriles | en |
dc.subject | Pyrazoles | en |
dc.subject | 1h pyrazol 5 amine | en |
dc.subject | Basic conditions | en |
dc.subject | dichloro 1,2,3 dithiazolium chloride | en |
dc.subject | pyrazolo[3,4 c]isothiazole derivative | en |
dc.subject | pyrazolo[3,4 d]thiazole derivative | en |
dc.subject | Reaction medium | en |
dc.subject | Structural assignments | en |
dc.title | Reinvestigating the reaction of 1H-pyrazol-5-amines with 4,5-dichloro-1,2,3-dithiazolium chloride: A route to pyrazolo[3,4-c]isothiazoles and pyrazolo[3,4-d]thiazoles | en |
dc.type | info:eu-repo/semantics/article | |
dc.identifier.doi | 10.1021/jo500509e | |
dc.description.volume | 79 | |
dc.description.issue | 9 | |
dc.description.startingpage | 4025 | |
dc.description.endingpage | 4037 | |
dc.author.faculty | 002 Σχολή Θετικών και Εφαρμοσμένων Επιστημών / Faculty of Pure and Applied Sciences | |
dc.author.department | Τμήμα Χημείας / Department of Chemistry | |
dc.type.uhtype | Article | en |
dc.description.notes | <p>Cited By :9</p> | en |
dc.source.abbreviation | J.Org.Chem. | en |
dc.contributor.orcid | Koutentis, Panayiotis Andreas [0000-0002-4652-7567] | |
dc.contributor.orcid | Koyioni, Maria [0000-0002-2786-7523] | |
dc.gnosis.orcid | 0000-0002-4652-7567 | |
dc.gnosis.orcid | 0000-0002-2786-7523 | |