{"id":"https://openalex.org/W7224254186","doi":"https://doi.org/10.3390/org7040046","title":"3-Methyl-1-phenyl-4-thioaroylpyrazolones\u2014Synthesis, Preferred Solid-State Geometry and an Atypical Side Product of Lawesson\u2019s Thionation","display_name":"3-Methyl-1-phenyl-4-thioaroylpyrazolones\u2014Synthesis, Preferred Solid-State Geometry and an Atypical Side Product of Lawesson\u2019s Thionation","publication_year":2026,"publication_date":"2026-10-29","ids":{"openalex":"https://openalex.org/W7224254186","doi":"https://doi.org/10.3390/org7040046"},"language":"en","primary_location":{"id":"doi:10.3390/org7040046","doi":"https://doi.org/10.3390/org7040046","is_oa":true,"landing_page_url":"https://doi.org/10.3390/org7040046","pdf_url":null,"source":{"id":"https://openalex.org/S4210215241","display_name":"Organics","issn_l":"2673-401X","issn":["2673-401X"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","doaj"],"host_organization":"https://openalex.org/P4310310987","host_organization_name":"Multidisciplinary Digital Publishing Institute","host_organization_lineage":["https://openalex.org/P4310310987"],"host_organization_lineage_names":["Multidisciplinary Digital Publishing Institute"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organics","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","doaj"],"open_access":{"is_oa":true,"oa_status":"gold","oa_url":"https://doi.org/10.3390/org7040046","any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5008974319","display_name":"Vanya B. Kurteva","orcid":"https://orcid.org/0000-0001-8703-0066","observed_orcids":["https://orcid.org/0000-0001-8703-0066"]},"institutions":[{"id":"https://openalex.org/I24768866","display_name":"Bulgarian Academy of Sciences","ror":"https://ror.org/01x8hew03","country_code":"BG","type":"government","lineage":["https://openalex.org/I24768866"]}],"countries":["BG"],"is_corresponding":true,"raw_author_name":"Vanya Kurteva","raw_affiliation_strings":["Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, bl. 9, 1113 Sofia, Bulgaria"],"raw_orcid":"https://orcid.org/0000-0001-8703-0066","affiliations":[{"raw_affiliation_string":"Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, bl. 9, 1113 Sofia, Bulgaria","institution_ids":["https://openalex.org/I24768866"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5157482282","display_name":"Magdalena Angelova","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I24768866","display_name":"Bulgarian Academy of Sciences","ror":"https://ror.org/01x8hew03","country_code":"BG","type":"government","lineage":["https://openalex.org/I24768866"]},{"id":"https://openalex.org/I4405253990","display_name":"Institute of Mineralogy and Crystallography \"Acad. Ivan Kostov\" Bulgarian Academy of Sciences","ror":"https://ror.org/019gydp64","country_code":"BG","type":"education","lineage":["https://openalex.org/I24768866","https://openalex.org/I4405253990"]}],"countries":["BG"],"is_corresponding":false,"raw_author_name":"Magdalena Angelova","raw_affiliation_strings":["Institute of Mineralogy and Crystallography \u201cAcad. Ivan Kostov\u201d, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, bl. 107, 1113 Sofia, Bulgaria"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Mineralogy and Crystallography \u201cAcad. Ivan Kostov\u201d, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, bl. 107, 1113 Sofia, Bulgaria","institution_ids":["https://openalex.org/I24768866","https://openalex.org/I4405253990"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5031636586","display_name":"Rusi Rusew","orcid":"https://orcid.org/0000-0003-1274-0885","observed_orcids":["https://orcid.org/0000-0003-1274-0885"]},"institutions":[{"id":"https://openalex.org/I24768866","display_name":"Bulgarian Academy of Sciences","ror":"https://ror.org/01x8hew03","country_code":"BG","type":"government","lineage":["https://openalex.org/I24768866"]},{"id":"https://openalex.org/I4405253990","display_name":"Institute of Mineralogy and Crystallography \"Acad. Ivan Kostov\" Bulgarian Academy of Sciences","ror":"https://ror.org/019gydp64","country_code":"BG","type":"education","lineage":["https://openalex.org/I24768866","https://openalex.org/I4405253990"]}],"countries":["BG"],"is_corresponding":false,"raw_author_name":"Rusi Rusew","raw_affiliation_strings":["Centre of Competence-PERIMED-2, Vasil Aprilov Blvd. 15A, 4002 Plovdiv, Bulgaria","Institute of Mineralogy and Crystallography \u201cAcad. Ivan Kostov\u201d, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, bl. 107, 1113 Sofia, Bulgaria"],"raw_orcid":"https://orcid.org/0000-0003-1274-0885","affiliations":[{"raw_affiliation_string":"Centre of Competence-PERIMED-2, Vasil Aprilov Blvd. 15A, 4002 Plovdiv, Bulgaria","institution_ids":[]},{"raw_affiliation_string":"Institute of Mineralogy and Crystallography \u201cAcad. Ivan Kostov\u201d, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, bl. 107, 1113 Sofia, Bulgaria","institution_ids":["https://openalex.org/I24768866","https://openalex.org/I4405253990"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5050415356","display_name":"Zhanina S. Petkova","orcid":"https://orcid.org/0009-0003-4101-7036","observed_orcids":["https://orcid.org/0009-0003-4101-7036","https://orcid.org/0000-0001-7798-9687"]},"institutions":[{"id":"https://openalex.org/I24768866","display_name":"Bulgarian Academy of Sciences","ror":"https://ror.org/01x8hew03","country_code":"BG","type":"government","lineage":["https://openalex.org/I24768866"]}],"countries":["BG"],"is_corresponding":false,"raw_author_name":"Zhanina Petkova","raw_affiliation_strings":["Centre of Competence \u201cSustainable Utilization of Bio-Resources and Waste of Medicinal and Aromatic Plants for Innovative Bioactive Products\u201d (BIORESOURCES BG), 1000 Sofia, Bulgaria","Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, bl. 9, 1113 Sofia, Bulgaria"],"raw_orcid":"https://orcid.org/0009-0003-4101-7036","affiliations":[{"raw_affiliation_string":"Centre of Competence \u201cSustainable Utilization of Bio-Resources and Waste of Medicinal and Aromatic Plants for Innovative Bioactive Products\u201d (BIORESOURCES BG), 1000 Sofia, Bulgaria","institution_ids":[]},{"raw_affiliation_string":"Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, bl. 9, 1113 Sofia, Bulgaria","institution_ids":["https://openalex.org/I24768866"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5032312121","display_name":"Boris Lubomirov Shivachev","orcid":"https://orcid.org/0000-0001-8765-6536","observed_orcids":["https://orcid.org/0000-0001-8765-6536"]},"institutions":[{"id":"https://openalex.org/I24768866","display_name":"Bulgarian Academy of Sciences","ror":"https://ror.org/01x8hew03","country_code":"BG","type":"government","lineage":["https://openalex.org/I24768866"]},{"id":"https://openalex.org/I4405253990","display_name":"Institute of Mineralogy and Crystallography \"Acad. Ivan Kostov\" Bulgarian Academy of Sciences","ror":"https://ror.org/019gydp64","country_code":"BG","type":"education","lineage":["https://openalex.org/I24768866","https://openalex.org/I4405253990"]}],"countries":["BG"],"is_corresponding":true,"raw_author_name":"Boris Shivachev","raw_affiliation_strings":["Institute of Mineralogy and Crystallography \u201cAcad. Ivan Kostov\u201d, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, bl. 107, 1113 Sofia, Bulgaria"],"raw_orcid":"https://orcid.org/0000-0001-8765-6536","affiliations":[{"raw_affiliation_string":"Institute of Mineralogy and Crystallography \u201cAcad. Ivan Kostov\u201d, Bulgarian Academy of Sciences, Acad. G. Bonchev Street, bl. 107, 1113 Sofia, Bulgaria","institution_ids":["https://openalex.org/I24768866","https://openalex.org/I4405253990"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5008974319","https://openalex.org/A5032312121"],"corresponding_institution_ids":["https://openalex.org/I24768866","https://openalex.org/I4405253990"],"apc_list":{"value":1000,"currency":"CHF","value_usd":1207},"apc_paid":{"value":1000,"currency":"CHF","value_usd":1207},"fwci":0.0,"has_fulltext":false,"cited_by_count":0,"citation_normalized_percentile":{"value":0.70892057,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":"7","issue":"4","first_page":"46","last_page":"46"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T13304","display_name":"Synthesis and Reactivity of Sulfur-Containing Compounds","score":0.5835000276565552,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T13304","display_name":"Synthesis and Reactivity of Sulfur-Containing Compounds","score":0.5835000276565552,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13208","display_name":"Synthesis of heterocyclic compounds","score":0.19179999828338623,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T12410","display_name":"Structural and Chemical Analysis of Organic and Inorganic Compounds","score":0.08389999717473984,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/pyrazolones","display_name":"pyrazolone derivatives","score":0.7749999761581421},{"id":"https://openalex.org/keywords/lawesson-s-reagent","display_name":"Lawesson's reagent","score":0.9549999833106995},{"id":"https://openalex.org/keywords/thionation","display_name":"thionation","score":0.9860000014305115},{"id":"https://openalex.org/keywords/crystal-structure","display_name":"crystal structure","score":0.6880000233650208},{"id":"https://openalex.org/keywords/by-products","display_name":"by-products","score":0.8270000219345093}],"concepts":[{"id":"https://openalex.org/C90673727","wikidata":"https://www.wikidata.org/wiki/Q901718","display_name":"Product (mathematics)","level":2,"score":0.6085000038146973},{"id":"https://openalex.org/C107814960","wikidata":"https://www.wikidata.org/wiki/Q611957","display_name":"Solid-state","level":2,"score":0.5842999815940857},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.4706000089645386},{"id":"https://openalex.org/C143724316","wikidata":"https://www.wikidata.org/wiki/Q312468","display_name":"Series (stratigraphy)","level":2,"score":0.41200000047683716},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.39910000562667847},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.31439998745918274},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.31150001287460327},{"id":"https://openalex.org/C2524010","wikidata":"https://www.wikidata.org/wiki/Q8087","display_name":"Geometry","level":1,"score":0.25949999690055847},{"id":"https://openalex.org/C48103436","wikidata":"https://www.wikidata.org/wiki/Q599031","display_name":"State (computer science)","level":2,"score":0.2515000104904175},{"id":"https://openalex.org/C134121241","wikidata":"https://www.wikidata.org/wiki/Q899301","display_name":"Yield (engineering)","level":2,"score":0.24959999322891235}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.3390/org7040046","doi":"https://doi.org/10.3390/org7040046","is_oa":true,"landing_page_url":"https://doi.org/10.3390/org7040046","pdf_url":null,"source":{"id":"https://openalex.org/S4210215241","display_name":"Organics","issn_l":"2673-401X","issn":["2673-401X"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","doaj"],"host_organization":"https://openalex.org/P4310310987","host_organization_name":"Multidisciplinary Digital Publishing Institute","host_organization_lineage":["https://openalex.org/P4310310987"],"host_organization_lineage_names":["Multidisciplinary Digital Publishing Institute"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organics","raw_type":"journal-article"}],"best_oa_location":{"id":"doi:10.3390/org7040046","doi":"https://doi.org/10.3390/org7040046","is_oa":true,"landing_page_url":"https://doi.org/10.3390/org7040046","pdf_url":null,"source":{"id":"https://openalex.org/S4210215241","display_name":"Organics","issn_l":"2673-401X","issn":["2673-401X"],"is_oa":true,"is_in_doaj":true,"is_core":true,"listed_in":["cwts-core","doaj"],"host_organization":"https://openalex.org/P4310310987","host_organization_name":"Multidisciplinary Digital Publishing Institute","host_organization_lineage":["https://openalex.org/P4310310987"],"host_organization_lineage_names":["Multidisciplinary Digital Publishing Institute"],"type":"journal"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organics","raw_type":"journal-article"},"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320321843","display_name":"Bulgarian National Science Fund","ror":"https://ror.org/05eg49r29"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":79,"referenced_works":["https://openalex.org/W1756089781","https://openalex.org/W1806678588","https://openalex.org/W1965162528","https://openalex.org/W1967757839","https://openalex.org/W1969409082","https://openalex.org/W1970389182","https://openalex.org/W1975390975","https://openalex.org/W1983611976","https://openalex.org/W1983967149","https://openalex.org/W1989541333","https://openalex.org/W2006080604","https://openalex.org/W2007987357","https://openalex.org/W2021357316","https://openalex.org/W2035117334","https://openalex.org/W2035971487","https://openalex.org/W2037257887","https://openalex.org/W2047207881","https://openalex.org/W2056428111","https://openalex.org/W2057519100","https://openalex.org/W2059205366","https://openalex.org/W2068412892","https://openalex.org/W2071186560","https://openalex.org/W2073191560","https://openalex.org/W2076935480","https://openalex.org/W2091981710","https://openalex.org/W2105614876","https://openalex.org/W2111927972","https://openalex.org/W2115798044","https://openalex.org/W2126039509","https://openalex.org/W2135894433","https://openalex.org/W2147850764","https://openalex.org/W2313290790","https://openalex.org/W2319065920","https://openalex.org/W2331484215","https://openalex.org/W2588865896","https://openalex.org/W2784875692","https://openalex.org/W2982651596","https://openalex.org/W2998678815","https://openalex.org/W3027535375","https://openalex.org/W3080263865","https://openalex.org/W3109724023","https://openalex.org/W3202489885","https://openalex.org/W3217057770","https://openalex.org/W4205671037","https://openalex.org/W4213455009","https://openalex.org/W4220815223","https://openalex.org/W4223933019","https://openalex.org/W4225088386","https://openalex.org/W4283528238","https://openalex.org/W4291465466","https://openalex.org/W4293527434","https://openalex.org/W4295945808","https://openalex.org/W4296741011","https://openalex.org/W4303579763","https://openalex.org/W4307223198","https://openalex.org/W4307574641","https://openalex.org/W4312112245","https://openalex.org/W4317380438","https://openalex.org/W4319655614","https://openalex.org/W4320918820","https://openalex.org/W4322774824","https://openalex.org/W4327980523","https://openalex.org/W4392199633","https://openalex.org/W4399310678","https://openalex.org/W4400118690","https://openalex.org/W4400514180","https://openalex.org/W4401806657","https://openalex.org/W4402430352","https://openalex.org/W4404119806","https://openalex.org/W4404691363","https://openalex.org/W4406340050","https://openalex.org/W4407038104","https://openalex.org/W4409184241","https://openalex.org/W4409829544","https://openalex.org/W4410361556","https://openalex.org/W4415233355","https://openalex.org/W4415573978","https://openalex.org/W7128067756","https://openalex.org/W7143468898"],"related_works":["https://openalex.org/W4320918820","https://openalex.org/W2066275204","https://openalex.org/W2950753253","https://openalex.org/W7143636440","https://openalex.org/W2486637031","https://openalex.org/W2950616444","https://openalex.org/W3112996518","https://openalex.org/W2414888942","https://openalex.org/W2160995581","https://openalex.org/W6959047843"],"abstract_inverted_index":{"A":[0],"series":[1],"of":[2,13,62],"five":[3],"novel":[4],"3-methyl-1-phenyl-4-(4-thioaroyl)-pyrazol-5-ones":[5],"is":[6,30],"obtained":[7],"in":[8,24,41],"excellent":[9],"yields":[10],"by":[11],"thionation":[12],"the":[14,38,63],"corresponding":[15,64],"O-analogues":[16],"with":[17,60],"Lawesson\u2019s":[18],"reagent.":[19],"The":[20,51],"products":[21,39,46],"are":[22,47,56],"characterized":[23],"solution":[25],"and":[26,36,49,58],"solid":[27,53],"phase.":[28],"It":[29],"found":[31],"that":[32,37],"only":[33],"mono-thionation":[34],"occurs":[35],"exist":[40],"enol-thione":[42],"forms.":[43],"Atypical":[44],"side":[45],"isolated":[48],"characterized.":[50],"preferred":[52],"state":[54],"forms":[55],"analyzed":[57],"compared":[59],"those":[61],"O-analogues.":[65]},"counts_by_year":[],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2026-10-30T00:00:00"}