3-Methyl-1-phenyl-4-thioacetylpyrazol-5-one

The novel compound 3-methyl-1-phenyl-4-thioacetylpyrazol-5-one is obtained in excellent yield via a thionation of the corresponding oxygen analogue. The product is isolated in pure form using column chromatography and is characterised using 1D and 2D NMR experiments, ATR IR and HRMS spectra, and single-crystal XRD.

[1]  Samir El Hankari,et al.  Sustainable synthesis of metal-organic frameworks and their derived materials from organic and inorganic wastes , 2023, Coordination Chemistry Reviews.

[2]  N. Yoshinari,et al.  Development of coordination chemistry with thiol-containing amino acids , 2023, Coordination Chemistry Reviews.

[3]  D. N. Bazhin,et al.  Heterometallic Molecular Architectures Based on Fluorinated β-Diketone Ligands , 2022, Molecules.

[4]  S. C. Chelgani,et al.  Metal extraction from ores and waste materials by ultrasound-assisted leaching -an overview , 2022, Mineral Processing and Extractive Metallurgy Review.

[5]  P. Yudaev,et al.  Chelating Extractants for Metals , 2022, Metals.

[6]  Zhen Wang,et al.  Lawesson's Reagent‐Mediated Deoxygenation Reactions , 2022, ChemistrySelect.

[7]  D. N. Bazhin,et al.  Fluorinated 1,2,4-triketone analogs: new prospects for heterocyclic and coordination chemistry , 2022, Russian Chemical Bulletin.

[8]  M. Atanassova Thenoyltrifluoroacetone: Preferable Molecule for Solvent Extraction of Metals—Ancient Twists to New Approaches , 2022, Separations.

[9]  D. Iluțiu-Varvara,et al.  Metallurgical Wastes as Resources for Sustainability of the Steel Industry , 2022, Sustainability.

[10]  G. Southam,et al.  Review on metal extraction technologies suitable for critical metal recovery from mining and processing wastes , 2022, Minerals Engineering.

[11]  M. L. Rahman,et al.  Poly(amidoxime) Resins for Efficient and Eco-friendly Metal Extraction , 2022, ACS Applied Polymer Materials.

[12]  B. Boyce,et al.  Review of Multifunctional Separators: Stabilizing the Cathode and the Anode for Alkali (Li, Na, and K) Metal-Sulfur and Selenium Batteries. , 2022, Chemical reviews.

[13]  Hong Wang,et al.  Recent advances in the applications of pyrazolone derivatives in enantioselective synthesis. , 2022, Organic & biomolecular chemistry.

[14]  Juyoung Yoon,et al.  Sulfur-based fluorescent probes for HOCl: Mechanisms, design, and applications , 2022, Coordination Chemistry Reviews.

[15]  Sai-Li Zheng,et al.  Conductive MOFs based on Thiol-functionalized Linkers: Challenges, Opportunities, and Recent Advances , 2022, Coordination Chemistry Reviews.

[16]  P. Roth,et al.  Thiocarbonyl Chemistry in Polymer Science , 2022, Polymer Chemistry.

[17]  E. Abdulmalek,et al.  A Focused Review of Synthetic Applications of Lawesson’s Reagent in Organic Synthesis , 2021, Molecules.

[18]  W. Han,et al.  A Review of Heteroatom Doped Materials for Advanced Lithium–Sulfur Batteries , 2021, Advanced Functional Materials.

[19]  Ramy H. Mohammed,et al.  Removal of heavy metal ions from wastewater: a comprehensive and critical review , 2021, npj Clean Water.

[20]  B. Kim,et al.  Review of the Liquid Metal Extraction Process for the Recovery of Nd and Dy from Permanent Magnets , 2021, Metallurgical and Materials Transactions B.

[21]  V. Kurteva,et al.  Acylpyrazolones possessing heterocyclic moiety in the acyl fragment: intramolecular vs intermolecular zwitterionic structure , 2021, New Journal of Chemistry.

[22]  V. Jaiswal,et al.  Recent Developments on the Synthesis of Various Sulfur‐Containing Heterocycles via [3+2]‐ and [4+2]‐Cycloaddition Reactions with Thiocarbonyls , 2020 .

[23]  Carmine Capacchione,et al.  Metal Complexes Bearing Sulfur-Containing Ligands as Catalysts in the Reaction of CO2 with Epoxides , 2020, Catalysts.

[24]  V. Colla,et al.  Reuse and Recycling of By-Products in the Steel Sector: Recent Achievements Paving the Way to Circular Economy and Industrial Symbiosis in Europe , 2020, Metals.

[25]  Sirilata Yotphan,et al.  Metal-Free Direct C-H Thiolation and Thiocyanation of Pyrazolones , 2020 .

[26]  Patrick McCabe,et al.  Mercury 4.0: from visualization to analysis, design and prediction , 2020, Journal of applied crystallography.

[27]  Krishnanka S. Gayen,et al.  Diversity of Lawesson's Reagent: Advances and Scope , 2020 .

[28]  Abiral Poudel,et al.  Evolution of Environmentally Friendly Strategies for Metal Extraction , 2020 .

[29]  C. Pettinari,et al.  Coordination chemistry of pyrazolone-based ligands and applications of their metal complexes , 2019 .

[30]  Shannon M. Biros,et al.  Supramolecular ligands for the extraction of lanthanide and actinide ions , 2019, Organic Chemistry Frontiers.

[31]  A. West,et al.  Advancements in the treatment and processing of electronic waste with sustainability: a review of metal extraction and recovery technologies , 2019, Green Chemistry.

[32]  K. Fromm,et al.  Betti Bases from 4‐(3‐Pyridazo)‐1‐naphthol: Synthesis, Coordination Behaviour and Unusual Substitution Reactions , 2018, ChemistrySelect.

[33]  V. Kurteva,et al.  Insights into the synergistic selectivity of 4f-ions implementing 4-acyl-5-pyrazolone and two new unsymmetrical NH-urea containing ring molecules in an ionic liquid , 2018, Separation and Purification Technology.

[34]  T. Murai The Construction and Application of C=S Bonds , 2018, Topics in Current Chemistry.

[35]  J. Bergman Comparison of Two Reagents for Thionations , 2018, Synthesis.

[36]  W. Verboom,et al.  Ligands for f-element extraction used in the nuclear fuel cycle. , 2017, Chemical Society reviews.

[37]  A. Saeed,et al.  Application of Lawesson’s reagent in the synthesis of sulfur-containing medicinally significant natural alkaloids , 2017 .

[38]  V. Kurteva,et al.  The interaction of extractants during synergistic solvent extraction of metals. Is it an important reaction , 2016 .

[39]  V. Kurteva,et al.  Synergism as a phenomenon in solvent extraction of 4f-elements with calixarenes , 2016 .

[40]  C. Pettinari,et al.  Recent advances in acylpyrazolone metal complexes and their potential applications , 2015 .

[41]  L. Kayukova,et al.  Modification of organic compounds with Lawesson’s reagent , 2015, Russian Journal of Organic Chemistry.

[42]  G. Sheldrick Crystal structure refinement with SHELXL , 2015, Acta crystallographica. Section C, Structural chemistry.

[43]  G. Sheldrick SHELXT – Integrated space-group and crystal-structure determination , 2015, Acta crystallographica. Section A, Foundations and advances.

[44]  Helen R. Watling,et al.  Review of Biohydrometallurgical Metals Extraction from Polymetallic Mineral Resources , 2014 .

[45]  V. Kurteva,et al.  Synergistic Efficiency of 2-[(1-Aza-15-crown-5)-1-ylmethyl)]-4-(phenyldiazenyl)-naphthalen-1-ol in the Liquid Extraction of Light Lanthanoid(III) Ions with 4-Benzoyl-3-phenyl-5-isoxazolone: The Role of Aza-Crown and Azo-Dye Fragments on the Extraction Ability , 2014 .

[46]  R. A. Grant,et al.  Solvent extraction: the coordination chemistry behind extractive metallurgy. , 2014, Chemical Society reviews.

[47]  H. Liu,et al.  Transfer of sulfur: from simple to diverse. , 2013, Chemistry, an Asian journal.

[48]  S. Batten,et al.  Coordination polymers of sulphur-donor ligands , 2013 .

[49]  R. Gust,et al.  Thiopyrazole preactivated chitosan: combining mucoadhesion and drug delivery. , 2013, Acta Biomaterialia.

[50]  Louis J. Farrugia,et al.  WinGX and ORTEP for Windows: an update , 2012 .

[51]  H. Hocheng,et al.  A review of recovery of metals from industrial waste , 2012 .

[52]  P. T. Kaye Designer ligands: The search for metal ion selectivity , 2011 .

[53]  W. Schenk The coordination chemistry of small sulfur-containing molecules: a personal perspective. , 2011, Dalton transactions.

[54]  M. A. Khalil,et al.  Synthesis and reactions of some 6-aryl and 2,6-diaryl-4-(4′-antipyrinyl)-2,3,4,5-tetrahydropyridazin-3-ones and screening for their antibacterial activities , 2010 .

[55]  Richard J. Gildea,et al.  OLEX2: a complete structure solution, refinement and analysis program , 2009 .

[56]  P. A. Vigato,et al.  The evolution of β-diketone or β-diketophenol ligands and related complexes , 2009 .

[57]  W. Petz 40 years of transition-metal thiocarbonyl chemistry and the related CSe and CTe compounds , 2008 .

[58]  C. Pettinari,et al.  Acylpyrazolone ligands : Synthesis, structures, metal coordination chemistry and applications , 2005 .

[59]  N. Cooper Thioaldehydes and Thioketones , 2005 .

[60]  Koen Binnemans,et al.  Chapter 225 – Rare-earth beta-diketonates , 2005 .

[61]  Leonie Barner,et al.  Applications of Lawesson's reagent in organic and organometallic syntheses , 2003 .

[62]  Y. Goto,et al.  Preparation and Antibacterial Activity of 3‐Methyl‐1‐p‐substituted Phenylpyrazole‐5‐thiol , 2002, Archiv der Pharmazie.

[63]  Kazuko Matsumoto,et al.  Transition metal sulfur chemistry : biological and industrial significance , 1996 .

[64]  J. Wachter Synthesis, Structure and Reactivity of Sulfur‐Rich Cyclopentadienyl‐Transition Metal Complexes: Sulfur Chemistry from an Organometallic Point of View , 1989 .

[65]  Darko J. Vukov,et al.  Acylation of N′-arylbenzothiohydrazides and of their N′-acyl-derivatives; 2-acylalkylidene-3-aryl-5-phenyl-2H-1,3,4-thiadiazolenes and related compounds , 1981 .

[66]  A. Lever,et al.  Studies of the Metal-Sulfur Bond. Complexes of the Pyridine Thiols , 1972 .

[67]  R. Langler Synthesis and Structure of 3-Methyl-1-phenyl-4-sulfhydrylbenzylidene-5-thiopyrazolone , 1971 .