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Journal articles on the topic 'Thione'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 July 2025

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1

R., S. Varma. "Aminomethylation reactions of nitrogen and sulfur five membered heterocyclic compounds." Journal of India Chemical Society Vol 81, Aug 2004 (2004): 627–38. https://doi.org/10.5281/zenodo.5829941.

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Department of Chemistry, University of Lucknow, Lucknow-226 007, India <em>E-mail : </em>profraj @sancharnet.in Five membered nitrogen and sulfur heterocyclic compounds such as isatins, benzimidazole, benzimidazolin-2-thione, benzoxazoli none- 2, benzoxazoline-2-thione, benzotriazole, benzothiazoline-2 -thione, 1 ,3,4-oxadiazoline-5-thione and 1,2,4-triazolin-5-thiones have been prepared and subjected to aminomethylation reactions in presence of formaldehyde and amines. Secondary as well as primary aromatic amines bearing different substituents have been successfully utilized in the aminomethy

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2

Abdel-Wadood, Fatma K., Maisa I. Abdel-Monem, Atiat M. Fahmy, and Ahmed A. Geies. "One-pot Synthesis of 1,6-Naphthyridines, Pyranopyridines and Thiopyranopyridines." Zeitschrift für Naturforschung B 63, no. 3 (2008): 303–12. http://dx.doi.org/10.1515/znb-2008-0314.

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A one-step synthesis of [1,6]naphthyridine-2(1H)-thione (3a), pyrano[3,4-b]pyridine-2(1H)- thione (3b), thiopyrano[3,4-b]pyridine-2(1H)-thione (3c) and 6-oxoquinoline-2(1H)-thione (3d) through the reaction of benzylidene-cyanothioacetamide (1) with cyclic ketones 2a−d is described. The reaction of 3a−d with organyl chlorides yielded the 2-alkylthio-3-cyanopyridines 4a−p which upon refluxing in ethanolic sodium ethoxide afforded the thieno[2,3-b]pyridine derivatives 5a−n. Some of the synthesized compounds were screened for the activity against bacteria and fungi.

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3

Polat, Merve, and Ahmet Gül. "Synthesis of [Tetrakis(1,3-dithiol-2-thiono)-porphyrazinato]magnesiumt." Journal of Chemical Research 23, no. 2 (1999): 130–31. http://dx.doi.org/10.1177/174751989902300232.

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4

Friedrichsa, Friedrichsa, and Peter G. Jones. "Secondary Interactions in Gold(I) Complexes with Thione Ligands, 3. Three Ionic Dimesylamides [1, 2]." Zeitschrift für Naturforschung B 59, no. 11-12 (2004): 1429–37. http://dx.doi.org/10.1515/znb-2004-11-1210.

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Three structures of the form bis(thione)gold(I) di(methanesulfonyl)amide [thione = imidazolidine- 2-thione, 1; 1-methyl-imidazolidine-2-thione, 2; thiazolidine-2-thione, 3] were determined; all crystallize with one formula unit in the asymmetric unit. Each N-H hydrogen bond donor forms one classical two-centre hydrogen bond with an anion acceptor. Compound 1 thereby forms a complex layer structure with a layer thickness of 10.17 Å ; the packing may be analysed in terms of thinner subunit layers consisting of interlinked, hydrogen-bonded chains and rings. Compound 2 forms a chain structure cons

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5

Shimada, Kazuaki, Kodai Fukuma, and Toshinobu Korenaga. "Synthesis of Functionalized Chiral Imidazole Derivatives Based on a Bornane Skeleton Bearing a Sterically Crowded Spirocyclic Substituent at the C-3 Position." Natural Product Communications 14, no. 9 (2019): 1934578X1987893. http://dx.doi.org/10.1177/1934578x19878930.

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10-Imidazolylbornane-2-one bearing a sterically crowded spirocyclic substituent at the C-3 position was prepared from d-camphor through the procedure involving the formation of 10-bromobornane-2-thiones or 10-iodobornane-2-thiones and the subsequent conversion into the corresponding 10-imidazolylbornane-2-thiones followed by an efficient oxidative S-O exchange via thione S-oxides.

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6

Ogurtsov, Vladimir A., and Oleg A. Rakitin. "5,5′-Thiobis(4-chloro-3H-1,2-dithiole-3-thione)." Molbank 2022, no. 2 (2022): M1371. http://dx.doi.org/10.3390/m1371.

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3H-1,2-Dithiole-3-thiones are important compounds with many types of significant pharmacological activity. Although many derivatives of this class have been described in the literature, their thioethers have not previously been obtained. In this communication, it is shown that the reaction of 4,5-dichloro-3H-1,2-dithiole-3-thione with potassium isocyanate unexpectedly gave 5,5′-thiobis(4-chloro-3H-1,2-dithiole-3-thione). The structure of the synthesized compound was established by elemental analysis, high-resolution mass spectrometry, 13C NMR and IR spectroscopy, and mass spectrometry.

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7

Ahmad, Saeed, Anvarhusein A. Isab, and Herman P. Perzanowski. "Ligand scrambling reactions of cyano(thione)gold(I) complexes and determination of their equilibrium constants." Canadian Journal of Chemistry 80, no. 10 (2002): 1279–84. http://dx.doi.org/10.1139/v02-165.

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Ligand scrambling reactions in cyano(thione)gold(I) complexes ([>C=S-Au-CN]) to form [Au(>C=S)2]+ and [Au(CN)2] species have been investigated for a series of thiones in DMSO using 13C and 15N NMR spectroscopy. Rapid approach to equilibrium occurred and resulted in distinct signals for the [>C=S-Au-CN] and [Au(CN)2] complexes, both in 13C and 15N NMR. Equilibrium constants (Keq) were determined for scrambling of all the complexes by integrating the CN resonances in the 13C NMR recorded at 298 K. The influence of various factors (initial concentration, ionic strength, temperature, an

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8

Stankovský, Štefan, and Katarína Špirková. "Synthesis of Some Derivatives of 8-Aminomethyl- and 8-Azolylmethyl-2-phenyl-3H-quinazoline-4-thiones." Collection of Czechoslovak Chemical Communications 60, no. 4 (1995): 705–8. http://dx.doi.org/10.1135/cccc19950705.

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Alkylation of cyclic amines and imides by 8-chloromethyl-2-phenyl-3H-quinazoline-4-thione, prepared by intramolecular cyclization of N-(2-chloromethylphenyl)benzimidoyl isothiocyanate, afforded ten N,N-disubstituted 8-aminomethyl-2-phenyl-3H-quinazoline-4-thiones.

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9

Tahir, Muhammad Nawaz, Anvarhusein A. Isab, Fozia Afzal, et al. "Synthesis and characterization of silver(I) complexes of thioureas and thiocyanate: crystal structure of polymeric (1,3-diazinane-2-thione)thiocyanato silver(I)." Zeitschrift für Naturforschung B 70, no. 8 (2015): 541–46. http://dx.doi.org/10.1515/znb-2014-0263.

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AbstractSilver(I) complexes of thioureas and thiocyanate, [(Tu)AgSCN], [(Metu)AgSCN], [(Dmtu)AgSCN], [(Tmtu)(AgSCN)1.5], [(Imt)AgSCN], and [(Diaz)AgSCN] (where Tu = thiourea, Metu = N-methylthiourea, Dmtu = N,N′-dimethylthiourea, Tmtu = N,N,N′,N′-tetramethylthiourea, Imt = 1,3-imidazolidine-2-thione, and Diaz = 1,3-diazinane-2-thione), have been prepared and characterized by elemental analysis, IR and NMR spectroscopy, and thermal analysis. The crystal structure of one of them, [(Diaz)Ag(SCN)] (1), was determined by X-ray crystallography. The crystal structure of 1 shows that the complex exist

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10

Lazarević, Jelena, Jelena Zvezdanović, Neda Anastassova, Anelia Mavrova, Denitsa Yancheva, and Andrija Šmelcerović. "In vitro assessment of the lipid peroxidation of N,N'-disubstituted benzimidazole-2-thiones: Hydrazides vs esters." Acta Facultatis Medicae Naissensis 39, no. 4 (2022): 443–50. http://dx.doi.org/10.5937/afmnai39-36399.

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Introduction: Oxidative stress and resulting lipid peroxidation are involved in numerous pathological conditions. For this reason, the role of antioxidants attracts attention and the radical-scavenging capacity of many natural and synthetic supplements and drugs has been extensively evaluated. Material and methods: In the present study, seven N,N'-disubstituted benzimidazole-2-thiones with ester (1 - 4) and hydrazide (5 - 7) side chains were investigated for in vitro antioxidant activity using lipid peroxidation method. Results: Among the assayed compounds, three hydrazides, 1,3-bis[3-(hydrazi

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11

Smicius, Romualdas, Virginija Jakubkiene, Milda M. Burbuliene, Aiste Mikalainyte, and Povilas Vainilavicius. "Synthesis of 1-(6-Methyl-2,4-Dioxo-1,2,3,4-Tetrahydro-3-Pyrimidinyl)Acetyl-4-Alkyl(Aryl)Thiosemicarbazides and their Heterocyclisation to 1,2,4-Triazoles and 1,3,4-Thiadiazoles." Journal of Chemical Research 2002, no. 4 (2002): 170–72. http://dx.doi.org/10.3184/030823402103171555.

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5-(6-Methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)methyl-1,3,4-oxadiazole-2-thione reacts with amines to give 1-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydro-3-pyrimidinyl)acetyl-4-alkyl(aryl)thiosemicarbazides, which on treatment with base or acid undergo cyclisation to 4-alkyl-1,2,4-triazole-2-thiones or 4-amino-1,3,4-thiadiazoles, respectively.

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12

Šermukšnytė, Aida, Maryna Stasevych, Olena Komarovska-Porokhnyavets, et al. "Novel Antimicrobial and Antitumor Agents Bearing Pyridine-1,2,4-triazole-3-thione-hydrazone Scaffold: Synthesis, Biological Evaluation, and Molecular Docking Investigation." Biomolecules 14, no. 12 (2024): 1529. http://dx.doi.org/10.3390/biom14121529.

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A series of target 4-substituted-5-(2-(pyridine-2-ylamino)ethyl)-2,4-dihydro-3H-1,2,4-triazole-3-thiones and their chloro analogs 7–21 were synthesized in a reaction of the selected aldehydes with the corresponding 4-amino-1,2,4-triazole-3-thiones 5 and 6, which were obtained from 3-(pyridin-2-ylamino)propanoic acid (3) or 3-((5-chloropyridin-2-yl)amino)propanoic acid (4), respectively, with thioacetohydrazide. The antibacterial and antifungal activities of the synthesized hydrazones were screened against the bacteria Escherichia coli, Staphylococcus aureus, and Mycobacterium luteum and the fu

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13

Bihdan, O. A., V. V. Parchenko, and B. V. Gutyj. "Some transformations in a series of 4-amino-1,2,4-triazole-3-thion derivatives." Current issues in pharmacy and medicine: science and practice 17, no. 2 (2024): 103–7. http://dx.doi.org/10.14739/2409-2932.2024.2.298780.

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The continuous improvement of synthesis methods enables the optimization of the process for developing and obtaining target products of chemical transformation. Derivatives of 1,2,4-triazole-3-thiol present a convenient object for chemical transformation, facilitating the creation of promising biologically active compounds. Combining the structure of this heterocyclic system with pharmacophore fragments of different natures allows for more effective work on the development of molecules with high pharmacological potential. To implement this strategy, 2-,3-,4-fluorophenyl-4-amino-1,2,4-triazol-3

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14

Begum, I., G. Schnakenburg, and R. Streubel. "Synthesis and reactions of C-phosphanylated thiazol-2-thiones." Dalton Transactions 45, no. 7 (2016): 2955–62. http://dx.doi.org/10.1039/c5dt03662c.

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Regioselective synthesis of the P(iii) substituted thiazole-2-thione I is presented. Oxidation of I resulted in P(V) chalcogenide thiazole-2-thiones (E = O, S, Se). Desulfurization of I (E = O) using hydrogenperoxide led to the first C-phosphanoyl thiazolium salt II. Deprotonation of II and reaction with cyclooctadiene rhodium(i) chloride dimer yielded thiazole-2-ylidene rhodium(i) complex III.

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15

Amir, Mohammad, Sadique Javed, and Harish Kumar. "Synthesis and biological evaluation of some 4-(1H-indol-3-yl)-6-phenyl-1,2,3,4-tetrahydropyrimidin-2-ones/thiones as potent anti-inflammatory agents." Acta Pharmaceutica 58, no. 4 (2008): 467–77. http://dx.doi.org/10.2478/v10007-008-0028-x.

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Synthesis and biological evaluation of some 4-(1H-indol-3-yl)-6-phenyl-1,2,3,4-tetrahydropyrimidin-2-ones/thiones as potent anti-inflammatory agents Twelve new 4-(1H-indol-3-yl)-6-phenyl-1,2,3,4-tetrahydropyrimidin-2-ones/thiones (7-18) have been synthesized by reacting 1-aryl-3-(1H-indol-3-yl)-2-propen-1-one with urea and thiourea in ethanolic potassium hydroxide. Their structures have been confirmed by IR, 1H NMR and mass spectral data. The compounds were tested for their anti-inflammatory activity. Test results revealed that compounds showed 49.5 to 70.7% anti-inflammatory activity where-as

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16

Korol, N., S. Burmei, O. Holovko-Kamoshenkova, and M. Slivka. "DETERMINATION OF THE ANTAGONISTIC ACTIVITY OF FLUORINE-CONTAINING 1,2,4-TRIAZOLES." Scientific Bulletin of the Uzhhorod University. Series «Chemistry» 51, no. 1 (2024): 59–63. http://dx.doi.org/10.24144/2414-0260.2024.1.59-63.

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The article describes the study of the antagonistic activity of new fluorine-containing 1,2,4-triazole-3-thiones on various strains of opportunistic pathogens, including Klebsiella pneumoniae, Serratia ficaria, Pseudomonas aeruginosa, Staphylococcus aureus, and microscopic fungi Candida albicans. The method of co-cultivation with clinical isolates of the mentioned microorganisms was used, and the purity of the cultures was quantitatively analyzed and evaluated using bacterioscopy and microscopy. The results showed that 4-phenyl-5-trifluoroethyl-1,2,4-triazole-3-thione and 4-phenyl-5-pentafluor

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17

Rakitin, Oleg A. "Synthesis and Reactivity of 3H-1,2-dithiole-3-thiones." Molecules 26, no. 12 (2021): 3595. http://dx.doi.org/10.3390/molecules26123595.

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3H-1,2-Dithiole-3-thiones are among the best studied classes of polysulfur-containing heterocycles due to the almost explosive recent interest in these compounds as sources of hydrogen sulfide as an endogenously produced gaseous signaling molecule. This review covers the recent developments in the synthesis of these heterocycles, including both well-known procedures and important novel transformations for building the 1,2-dithiole-3-thione ring. Diverse ring transformations of 3H-1,2-dithiole-3-thiones into various heterocyclic systems through 1,3-dipolar cycloaddition, replacement of one or t

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18

Turgunov, D., A. Nasrullaev, Kh Bozorov, N. Lifei, and H. A. Aisa. "SYNTHESIS OF 6-SUBSTITUTED QUINAZOLINE-4-THIONES BY THE SUZUKI MIYAURA METHOD." 2022-yil 3-son (133/1) ANIQ FANLAR SERIYASI 1, no. 1 (2025): 18–22. https://doi.org/10.59251/2181-1296.2025.v1.149.2.3209.

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Initially, using the cyclization methods known to us, quinazolin-4-one derivatives containing bromine in the 6 position were synthesized and converted into 6-bromo-quinazolin 4-thiones using Lawesson's reagent. The thione derivatives were reacted with aromatic boronic acids in the presence of appropriate bases, palladium catalysts, and solvents, their chemical properties were studied and optimal conditions were selected. The structures of the resulting new compounds were analyzed based on 1H NMR, 13C NMR, MS, and MP analyses.

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19

Janeba, Zlatko, Antonín Holý, and Milena Masojídková. "Synthesis of Acyclic Nucleoside and Nucleotide Analogs Derived from 6-Amino-7H-purine-8(9H)-thione and 8-(Methylsulfanyl)adenine." Collection of Czechoslovak Chemical Communications 65, no. 11 (2000): 1698–712. http://dx.doi.org/10.1135/cccc20001698.

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Reaction of 8-bromoadenine derivatives 1 with thiourea in ethanol or butanol was used for the synthesis of the corresponding N9-substituted 6-amino-7H-purine-8(9H)-thiones 2. 8-(Methylsulfanyl)adenine derivatives 3 were prepared by reaction of thiones 2 with iodomethane in 1 M sodium methoxide or in aqueous 1.5 M potassium hydroxide. Alkylation of 6-amino-7H-purine-8(9H)-thione (2a) proceeds preferentially on the sulfur atom. Under similar conditions, alkylation of 8-(methylsulfanyl)adenine (3a) with diverse alkylation agents afforded N9-substituted adenine derivatives 3 and 6, and N3-substitu

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20

Thirunarayanan, Ganesamoorthy, and K. G. Sekar. "Hammett Spectral Correlations in some Aryl 1,3-Oxazine-4-Thione Derivatives." International Letters of Chemistry, Physics and Astronomy 36 (July 2014): 193–200. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.36.193.

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A series of some aryl 1,3-oxazine-4-thione derivatives have been synthesized by 1-methyl imidazole catalyzed three component one pot synthetic method in room temperature. The purities of these thiones were studied by their physical constants and spectroscopic data. The infrared and 13C NMR spectral data of CN and CS were correlated with Hammett substituent constants, F and R parameters using single and multi-linear regression analysis. From the results of statistical analysis, the effect of substituent on the spectral data was studied

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21

Thirunarayanan, Ganesamoorthy, and K. G. Sekar. "Hammett Spectral Correlations in some Aryl 1,3-Oxazine-4-Thione Derivatives." International Letters of Chemistry, Physics and Astronomy 36 (July 15, 2014): 193–200. http://dx.doi.org/10.56431/p-a15x73.

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A series of some aryl 1,3-oxazine-4-thione derivatives have been synthesized by 1-methyl imidazole catalyzed three component one pot synthetic method in room temperature. The purities of these thiones were studied by their physical constants and spectroscopic data. The infrared and 13C NMR spectral data of CN and CS were correlated with Hammett substituent constants, F and R parameters using single and multi-linear regression analysis. From the results of statistical analysis, the effect of substituent on the spectral data was studied

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22

Barbuceanu, Stefania Felicia, Laura Ileana Socea, Constantin Draghici, Elena Mihaela Pahontu, Theodora Venera Apostol, and Florica Barbuceanu. "Synthesis and Spectral Characterization of New S-Alkylated 1,2,4-Triazoles as Potential Biological Agents." Revista de Chimie 68, no. 10 (2017): 2436–39. http://dx.doi.org/10.37358/rc.17.10.5900.

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In the work we presented the behavior of 5-(4-(4-X-phenylsulfonyl)phenyl)-4-(n-propyl)-2H-1,2,4-triazole-3(4H)-thiones (X= Cl or Br) with some alkylation agents. Thus, new S-alkylated 1,2,4-triazole derivatives were synthesized by reaction of the corresponding 1,2,4-triazole-3-thione derivatives with different �-halogenated compounds (ethyl bromide, ethyl chloroacetate or phenacyl bromide), in basic medium. The structures of synthesized compounds were elucidated by spectral data (1H-NMR, 13C-NMR, mass spectrometry) and elemental analysis.

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23

Turgunov, D., A. Nasrullaev, Kh Bozorov, N. Lifei, and H. A. Aisa. "SYNTHESIS OF 6-SUBSTITUTED QUINAZOLINE-4-THIONES BY THE BUCHWALD HARTWIG METHOD." 2022-yil 3-son (133/1) ANIQ FANLAR SERIYASI 1, no. 1 (2025): 23–28. https://doi.org/10.59251/2181-1296.2025.v1.149.2.3210.

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To synthesize new derivatives of quinazolinones by the Buchwald-Hartwig method, 6-bromo-quinazolin-4-one derivatives were initially synthesized using cyclization methods and converted into 6-bromoquinazolin-4-thiones using Lawesson's reagent. These thione derivatives were reacted with aromatic amines in the presence of appropriate bases, palladium catalysts, and solvents, their chemical properties were studied and optimal conditions were selected. The structures of the resulting new compounds were studied based on 1H NMR, 13C NMR, MS, and MP analyses.

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24

Papavassiliou, George C., George A. Mousdis, George C. Anyfantis, Nikos Assimomytis, and Barry R. Steele. "Preparation and Characterization of 5,6-Dimethyl-5,6-dihydro-[1,4]diselenino[ 2,3-d][1,3]dithiole-2-thione and Similar Compounds." Zeitschrift für Naturforschung B 58, no. 8 (2003): 813–14. http://dx.doi.org/10.1515/znb-2003-0816.

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The compounds 5,6-dimethyl-5,6-dihydro-[1,4]diselenino[ 2,3-d][1,3]dithiole-2-thione, 5-methyl-5,6-dihydro-[1,4] diselenino[2,3-d][1,3]dithiole-2-thione and 5,6-dihydro- [1,4]diselenino[2,3-d]dithiole-2-thione were prepared and characterized analytically and spectroscopically.

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25

Egamberdiev, A. Sh, O. A. Azizkulova, U. M. Jurabekov, F. R. Khamidova, and M. I. Abdulkhaeva. "Complex formation of molybdenum (V) with 1-phenyl-2,3-dimethylpyrazoline-5-thion in 4 mol/L HCI medium at 273-338 K." E3S Web of Conferences 401 (2023): 05056. http://dx.doi.org/10.1051/e3sconf/202340105056.

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The process of complexation of molybdenum (V) with 1-phenyl-2,3-dimethylpyrazolin-5-thione in a 4 mol/l HCI medium in the temperature range 273-338 K was studied by the potentiometric method. It has been shown that the reduced form of the 1-phenyl-2,3-dimethylpyrazolin-5-thione molecule is involved in the complex formation reaction. Using the data of potentiometric studies, the change in the energy value (ΔE) of the (NH4)2[MoOCI5]2-1-phenyl-2,3-dimethylpyrazolin-5-thione-4 mol/l HCl system, the equilibrium concentrations of 1-phenyl-2,3-dimethylpyrazolin-5-thione, formation function values, st

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26

Lumbroso, Henri, and Claude G. Andrieu. "Preferred Conformations of Pivalophenone, (2-Pivaloyl)- and (2-Aroyl)-furans, (2-Pivaloyl)- and (2-Aroyl)-thiophens, (2-Pivaloyl)- and (2-Benzoyl)-selenophen, and their Sulphur Analogues." Zeitschrift für Naturforschung A 40, no. 12 (1985): 1338–48. http://dx.doi.org/10.1515/zna-1985-1224.

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Analysis of the dipole moments of the title compounds enables to elucidate their preferred conformations in benzene solutions. 2,2-Dimethylindan-l-one and -1-thione, 4,5-dihydro-5- methylcyclopenta[b]thione-6-one and -6-thione were taken as models for comparisons. In this work, thirty-eight dipole moments are measured and interpreted comprehensively.

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27

Papavassiliou, G. C., G. A. Mousdis, and A. Papadima. "Alternative Method for the Preparation of 4,5-Ethylenedithio-1,3-dithiole-2- thione and Related Compounds." Zeitschrift für Naturforschung B 55, no. 2 (2000): 231–32. http://dx.doi.org/10.1515/znb-2000-0217.

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The compounds 4,5-ethylenedithio-1,3-dithiole- 2-thione, 4,5-(methyl) ethylenedithio-1,3-dithiole- 2-thione and 4,5 (dimethyl) ethylenedithio-1,3- dithiole-2-thione were prepared by reaction of 1,3-dithiole-2,4,5-trithione with ethylene, propylene and trans-2-butene, respectively. The preparative and spectroscopic data are identical with those obtained from the corresponding authentic samples.

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28

Frank, Priya V., Mahesha Manjunatha Poojary, Naral Damodara, and Chandrashekhar Chikkanna. "Synthesis and antimicrobial studies of some Mannich bases carrying imidazole moiety." Acta Pharmaceutica 63, no. 2 (2013): 231–39. http://dx.doi.org/10.2478/acph-2013-0016.

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3 Starting from 2-methyl-4-nitro-imidazole, new 5-(2-methyl- 4-nitro-1-imidazomethyl)-1,3,4-oxadiazole-2-thione () was synthesized and was subjected to Mannich reaction with appropriate amines to yield a new series of 3-substituted aminomethyl-5-(2-methyl-4-nitro-1-imidazomethyl)- 1,3,4-oxadiazole-2-thiones (4a-j). The structure of the title compounds was elucidated by elemental analysis and spectral data. The newly synthesized Mannich bases were screened for their antibacterial and antifungal activity. Many of these compounds exhibited potent antifungal activity.

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29

Friedrichs, Steffi, and Peter G. Jones. "Secondary Interactions in Gold(I) Complexes with Thione Ligands. 2. Three Ionic Camphorsulfonates with Z’ = 2 [1]." Zeitschrift für Naturforschung B 59, no. 7 (2004): 793–9. http://dx.doi.org/10.1515/znb-2004-0708.

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All three structures of the form bis(thione)gold(I) camphor-10-sulfonate [thione = imidazolidine-2-thione, 1; 1-methyl-imidazolidine-2-thione, 2; thiazolidine-2-thione, 3] crystallize in chiral space groups with Z′ = 2; local inversion symmetry of the cationic assemblies (less pronounced for 3) provides some rationalisation for this. The basic structural units are accounted for in terms of classical hydrogen bonds, leading to rings involving ion pairs for 1 and 2, but to infinite chains of anions and cations for 3. Neighbouring ion pairs in 1 are joined by further classical hydrogen bonds, in

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30

Stoyanov, Stefan, Ivan Petkov, Liudmil Antonov, Tatyana Stoyanova, Petros Karagiannidis, and Paraskevas Aslanidis. "Thione–thiol tautomerism and stability of 2- and 4-mercaptopyridines and 2-mercaptopyrimidines." Canadian Journal of Chemistry 68, no. 9 (1990): 1482–89. http://dx.doi.org/10.1139/v90-227.

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The possible thione–thiol tautomerism of 2- and 4-mercaptopyridines, 2-mercaptopyrimidine, and 4,6-dimethyl-2-mercaptopyrimidine in solution is studied by means of absorption (UV–VIS) spectroscopy. In accordance with earlier observations, polar solvents and self-association shift the apparent tautomeric equilibrium significantly towards the thione form. In dilute solutions of nonpolar solvents the thiol form predominates. On standing, significant changes are observed in the absorption spectra of these tautomeric compounds in ethanol, dioxane, and water. The time course of the tautomerization,

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31

Al-Awadi, Nouria A., Nadia M. Shuaib, Alaa Abbas, Ahmed A. El-Sherif, Ali El-Dissouky, and Esmaeil Al-Saleh. "Synthesis, Characterization, and Biological Activity ofN1-Methyl-2-(1H-1,2,3-Benzotriazol-1-y1)-3-Oxobutan-ethioamide Complexes with Some Divalent Metal (II) Ions." Bioinorganic Chemistry and Applications 2008 (2008): 1–10. http://dx.doi.org/10.1155/2008/479897.

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A new series ofZn2+,Cu2+,Ni2+, andCo2+complexes ofN1-methyl-2-(1H-1,2,3-benzotriazol-1-yl)-3-oxobutanethioamide (MBOBT), HL, has been synthesized and characterized by different spectral and magnetic measurements and elemental analysis. IR spectral data indicates that (MBOBT) exists only in the thione form in the solid state while 13CNMR spectrum indicates its existence in thione and thiole tautomeric forms. The IR spectra of all complexes indicate that (MBOBT) acts as a monobasic bidentate ligand coordinating to the metal(II) ions via the keto-oxygen and thiolato-sulphur atoms. The electronic

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32

Saithong, Saowanit, Chaveng Pakawatchai та Jonathan P. H. Charmant. "Poly[μ-1,3-thiazolidine-2-thione-κ2 S 2:S 2-μ-thiocyanato-κ2 S:N-copper(I)]". Acta Crystallographica Section E Structure Reports Online 63, № 3 (2007): m857—m858. http://dx.doi.org/10.1107/s1600536807007441.

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The title compound, [Cu(SCN)(C3H5NS2)] n , was prepared from the direct reaction between copper(I) thiocyanate and 1,3-thiazolidine-2-thione. The structure is an infinite two-dimensional polymer, parallel to the ac plane, with tetrahedrally distorted Cu atoms which are coordinated by the S and N atoms of the thiocyanate ions, and by the thione S atom of 1,3-thiazolidine-2-thione molecules.

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33

Parchenko, V. V. "Anticonvulsant activity of 5-(furan-2-yl)-4R1-1,2,4-triazole-3-thione S-derivatives." Farmatsevtychnyi zhurnal, no. 6 (September 4, 2018): 56–60. http://dx.doi.org/10.32352/0367-3057.6.15.02.

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Among the huge number of drugs registered in Ukraine anticonvulsants occupy a special place. They are mainly used for the relief of different etiology seizures. Along with the principal pharmacological action of drugs in this group there were exhibited a number of unwanted side effects. Therefore the question of the searching for new biologically active molecules, remains relevant today and is necessary for the further practical introduction into medical practice. The purpose of our work was to study the anticonvulsant activity of 5- (furan-2-yl) -4R1-1,2,4-triazole-3-thione S-derivative

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34

Tirmizi, Syed Ahmed, Shafqat Nadeem, Abdul Hameed, et al. "Synthesis, spectral characterization and antibacterial studies of palladium(II) complexes of heterocyclic thiones." Spectroscopy 23, no. 5-6 (2009): 299–306. http://dx.doi.org/10.1155/2009/763231.

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Reactions of K2[PdCl4] with heterocyclic thiones in molar ratios of 1:2 and 1:4 in water-methanol medium yielded the palladium(II) complexes with the general formula of either [Pd(L)Cl2], [Pd(L)2]Cl2or [Pd(L)4]Cl2where L ═ Imidazolidine-2-thione (Imt), 2-Mercaptopyridine (Mpy), 2-Mercaptopyrimidine (Mpm), 6-Mercaptopurine (6-Mp) and Thionicotinamide (Tna). The complexes were characterized by elemental analysis and spectroscopic (IR,1H and13C NMR) methods. An upfield shift in the >C═S resonance of thiones in13C NMR and downfield shift in N–H or aromatic proton resonances in1H NMR are consist

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35

Amiel, Pascale, Abdallah Mahamoud, Pierre Brouant, et al. "Tautomérie du 2,5-dimercapto-1,3,4-thiadiazole et synthèse de thiadiazoloacridiniques." Canadian Journal of Chemistry 73, no. 8 (1995): 1258–66. http://dx.doi.org/10.1139/v95-154.

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Some 2(3H)-thione-5-alkylthio-1,3,4-thiadiazoles were prepared with a view to arylating these compounds with 9-chloroacridines. Using pyridine as solvent and base, this arylation led to the 2-thione-(N)3-acridinyl-5-alkylthio-1,3,4-thiadiazoles. Molecular structures of the latter were determined either by NMR spectroscopy or by referring to X-ray crystallography of the 5-(diethylaminoethylthio)-1,3,4-thiadiazole-2-thione. Thus, with respect to the tautomeric equilibrium of the compound investigated, the thione group was detected either in the solid state or in solution. In contrast, 2-acridiny

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36

Abd El-Salam, Nasser M., Mohamed S. Mostafa, Gamal A. Ahmed, and Othman Y. Alothman. "Synthesis and Antimicrobial Activities of Some New Heterocyclic Compounds Based on 6-Chloropyridazine-3(2H)-thione." Journal of Chemistry 2013 (2013): 1–8. http://dx.doi.org/10.1155/2013/890617.

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Three tricyclic ring system, pyridazino[6,1-b]quinazolin-10-ones, benzimidazolo-pyridazine thione, and 1,2,4-benzotriazino-pyridazinethione along with imidazo-[1,2-b]-pyridazinethione, 1,2,4-triazolo[4,3-b]pyridazine-thione derivatives were synthesized starting from 6-chloropyridazin3-(2H)-thione. Some disulfide and sulfide derivatives were also prepared. The antimicrobial activity of the synthesized compounds was tested. Some of these compounds possess a highly response against gram-positive and gram-negative bacteria as well as fungi.

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37

Zemanová, Ivana, and Renata Gašparová. "NMR spectroscopic properties of furo[2′,3′:4,5]pyrrolo[1,2-d][1,2,4]triazine derivatives." Nova Biotechnologica et Chimica 16, no. 2 (2017): 147–51. http://dx.doi.org/10.1515/nbec-2017-0020.

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Abstract The 1H and 13C NMR spectroscopic properties of a series of furo[2′,3′:4,5]pyrrolo[1,2-d][1,2,4]triazin-8(7H)-ones and -thiones were investigated. The influence of various electron donating as well as electron withdrawing substituents at C-5 or N-7 on 1H NMR chemical shifts as well as 13C chemical shifts at C8 were observed. The 5-chloromethyl group had a little influence on the chemical shift of H-7 proton and the 8-thione group causes deshielding of H-7 as well as H-5 protons in comparison with the C-8 carbonyl group.

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38

Shaheen, Muhammad Ashraf, Muhammad Nawaz Tahir, Sarwat Sabir та ін. "Synthesis and crystal structures of bis(imidazolidine-2-thione-κS)bis(thiocyanato-κS)mercury(II) and bis(cyanido)bis(μ2-imidazolidine-2-thione-κS)mercury(II).Hg(CN)2". Zeitschrift für Naturforschung B 72, № 9 (2017): 671–76. http://dx.doi.org/10.1515/znb-2017-0080.

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AbstractTwo mercury(II) complexes containing imidazolidine-2-thione (Imt) and thiocyanate or cyanide ligands, [Hg(Imt)2(SCN)2] (1) and [Hg(Imt)2(CN)2].Hg(CN)2(2), have been prepared and characterized by IR and NMR spectroscopy and X-ray crystallography. In compound1, the mercury atom is located on a two-fold rotation axis and is coordinated to two thione sulfur atoms of imidazolidine-2-thione (Imt) and to two sulfur atoms of thiocyanate in a distorted tetrahedral mode with the S-Hg-S bond angles in the range of 98.96(3)–148.65(6)°. In2, the mercury atom is hexa-coordinated having a distorted o

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39

Wazeer, Mohamed I. M., Anvarhusein A. Isab, and Ali El-Rayyes. "Solid state NMR study of 1,3imidazolidine-2-thione, 1,3-imidazolidine-2-selenone and some of their N-substituted derivatives." Spectroscopy 18, no. 1 (2004): 113–19. http://dx.doi.org/10.1155/2004/309130.

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Solid‒state NMR spectra were recorded for 1,3-imidazolidine-2-thione, 1,3-imidazolidine-2-selenone and some of their N-substituted derivatives. Spinning side-bands of thione and selenone carbons were analysed to yield chemical shift anisotropies for these carbons. The NMR spectrum of imidazolidine-2-thione (Imt) showed some evidence for the presence of thiol tautomer. Molecular computations were carried out for Imt and its N-methyl derivative to yield relative energies of various tautomers.

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40

Ghogomu, Julius Numbonui, and Nyiang Kennet Nkungli. "A DFT Study of Some Structural and Spectral Properties of 4-Methoxyacetophenone Thiosemicarbazone and Its Complexes with Some Transition Metal Chlorides: Potent Antimicrobial Agents." Advances in Chemistry 2016 (November 21, 2016): 1–15. http://dx.doi.org/10.1155/2016/9683630.

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Recent studies have shown that 4-methoxyacetophenone thiosemicarbazone (MAPTSC) and its complexes with some transition metal chlorides are potent antimicrobial agents. To deepen the understanding of their structure-activity relationships necessary for rational drug design, their structural and spectral properties, along with thione-thiol tautomerism of MAPTSC, have been studied herein using the density functional theory (DFT). From our results, the thione tautomer of MAPTSC is more stable than the thiol counterpart in ethanolic solution, and thione-to-thiol tautomerization is highly precluded

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41

Burmistrova, Daria A., Andrey Galustyan, Nadezhda P. Pomortseva, et al. "Synthesis, electrochemical properties, and antioxidant activity of sterically hindered catechols with 1,3,4-oxadiazole, 1,2,4-triazole, thiazole or pyridine fragments." Beilstein Journal of Organic Chemistry 20 (September 19, 2024): 2378–91. http://dx.doi.org/10.3762/bjoc.20.202.

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A series of new RS−, RS−CH2− and R2N−CH2-functionalized сatechols with heterocyclic fragments such as 1,3,4-oxadiazole, 1,2,4-triazole, thiazole, or pyridine were synthesized by the reaction of 3,5-di-tert-butyl-o-benzoquinone or 3,5-di-tert-butyl-6-methoxymethylcatechol with different heterocyclic thiols. The S-functionalized catechols were prepared by the Michael reaction from 3,5-di-tert-butyl-o-benzoquinone and the corresponding thiols. The starting reagents such as substituted 1,3,4-oxadiazole-2-thiols and 4H-triazole-3-thiols are characterized by thiol–thione tautomerism, therefore their

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42

Palomo-Molina, Juliana, Efrén V. García-Báez, Rosalinda Contreras, Kayim Pineda-Urbina, and Angel Ramos-Organillo. "Aminosilanes derived from 1H-benzimidazole-2(3H)-thione." Acta Crystallographica Section C Structural Chemistry 71, no. 9 (2015): 788–92. http://dx.doi.org/10.1107/s2053229615014503.

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Two new molecular structures, namely 1,3-bis(trimethylsilyl)-1H-benzimidazole-2(3H)-thione, C13H22N2SSi2, (2), and 1-trimethylsilyl-1H-benzimidazole-2(3H)-thione, C10H14N2SSi, (3), are reported. Both systems were derived from 1H-benzimidazole-2(3H)-thione. Noncovalent C—H...π interactions between the centroid of the benzmidazole system and the SiMe3groups form helicoidal arrangements in (2). Dimerization of (3) results in the formation ofR22(8) ringsviaN—H...S interactions, along with parallel π–π interactions between imidazole and benzene rings.

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43

Zhao, Yuxiang, Peter J. McCarthy, and Cyril Párkányi. "Synthesis and In Vitro Evaluation of Novel Acyclic and Cyclic Nucleoside Analogs with a Thiadiazole Ring." ISRN Organic Chemistry 2013 (March 5, 2013): 1–10. http://dx.doi.org/10.1155/2013/159164.

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The synthesis of six thiadiazole nucleoside analogs is reported: 5-diacetylamino-1,2,4-thiadiazol-3-one (1), 5-amino-2- (tetrahydrofuran-2-yl)-1,2,4-thiadiazol-3-one (2), 5-amino-3-[(2′-hydroxyethoxy)methyl]-1,3,4-thiadiazol-2-one (3), 5-amino-3-(4′-hydroxy-2′-hydroxymethyl-butyl)-1,3,4-thiadiazole-2-thione (4), (R)-5-amino-3-(2′,3′-dihydroxypropyl)-1,3,4-thiadiazole-2-thione (5), and (S)-5-amino-3-(2′,3′-dihydroxypropyl)-1,3,4-thiadiazole-2-thione (6). The synthesis, characterization, and properties of these new synthesized thiadiazole derivatives are discussed. A dimerization of 5-amino-3H-1

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44

Al-Maythalony, Bassem A., Mohammed I. M. Wazeer, Anvarhusein A. Isab, M. T. Nael, and Saeed Ahmad. "Complexation of Cd(SeCN)2with imidazolidine-2-thione and its derivatives: Solid state, solution NMR and anti-bacterial studies." Spectroscopy 22, no. 5 (2008): 361–70. http://dx.doi.org/10.1155/2008/740352.

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Reactions of imidazolidine-2-thione (Imt), 1,3-diazinane-2-thione (Diaz) and 1,3-diazipane-2-thione (Diap) with Cd(SeCN)2in acetonitrile resulted in the formation of 2:1 tetrahedral complexes. Both solid state and solution NMR, confirm the exocyclic thione atom to be the donor in all cases.113Cd shielding tensors and anisotropies were calculated from the solid-state NMR spectra. Based on the solid NMR data, a distorted tetrahedral dispositions of ligands around cadmium is proposed for the Imt complex. However, when the Imt ligand is substituted with one or two R groups (where R=Me, Et ori-Pr)

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45

Jankulovska, Mirjana, Vesna Dimova, Ilinka Spirevska, and Milena Jankulovska. "Comparison of theoretical and experimental investigation of protonation process of some thiones in acid media." Zastita materijala 62, no. 1 (2021): 9–21. http://dx.doi.org/10.5937/zasmat2101009j.

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PM3 semiempirical method was used for quantum chemical investigation in order to investigate the electronic properties and to determine the protonation centre in 1,2,4-triazoline-3-thione molecule. Confirmation of protonation center in acid media of investigated compounds was made using the values of atomic charges, as well as, proton affinity values. The results from semiempirical calculations indicated that the protonation center in the thione molecule was the sulphur atom. The behavior of thiones was investigated in mineral acid media using UV spectroscopy. The influence of the strength of

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46

Kalichkina, Liudmila E., Alexander V. Fateev, Polina K. Krivolapenko, et al. "The Study of Structural Features of N- and O-Derivatives of 4,5-Dihydroxyimidazolidine-2-Thione by NMR Spectroscopy and Quantum Chemical Calculations." Magnetochemistry 9, no. 1 (2022): 15. http://dx.doi.org/10.3390/magnetochemistry9010015.

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In the present work, the new N-methylol and O-alkyl derivatives of 4,5-dihydroxyimidazolidine-2-thione (DHIT) are synthesized. The effects of N-alkyl, N-phenyl, N-methylol, and O-alkyl substituents of DHIT on the 13C and 1H signals in NMR spectra of the imidazolidine-2-thione ring are systematized using quantum chemical calculations. The shift values of carbon and hydrogen atoms are specific for the geometric isomers of the indicated DHIT derivatives. The chemical shifts of the carbon atoms of the methine groups allows for identifying the cis and trans isomers of the N-alkyl derivatives of DHI

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47

Srour, Aladdin M., Abd El-Hamid A. Ismail, and Salah M. El-Kosy. "Antiviral and Antischistosomal Evaluation of Newly Synthesized Thioglycosides and their Acyclic Analogues." Zeitschrift für Naturforschung C 64, no. 7-8 (2009): 483–89. http://dx.doi.org/10.1515/znc-2009-7-803.

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The pyrimidine thione derivatives 2a - d were prepared by the reaction of thiourea, ethyl cyanoacetate and several aromatic aldehydes. The acyclic thioglycosides 4a - 7d were prepared by the reaction of the synthesized pyrimidine thiones 2a - d with different alkyl halides, whereas the reaction of 2a - d with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide afforded the cyclic thioglycosides 8a - d whose deprotection afforded 9a - d. The obtained compounds were tested for their antischistosomal and antiviral activity against hepatitis B virus (HBV). Compounds 5a, 5d, 7a showed high activity a

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48

Bhandari, Namratha, and Santosh L. Gaonkar. "Synthesis and Antimicrobial Screening of Novel 4-Substituted Phenyl-5-[1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl]-2H-1,2,4-triazole-3-thiones." International Scholarly Research Notices 2014 (November 20, 2014): 1–7. http://dx.doi.org/10.1155/2014/439243.

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The paper describes a convenient method for the preparation of 4-substituted phenyl-5-[1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl]-2H-1,2,4-triazole-3-thiones. The structures of the synthesized compounds are established by the results of LCMS, 1H NMR, 13C NMR, and IR and elemental analyses. The mercaptotriazoles are indicated to be in thione form by 1H NMR spectra. All the synthesized compounds have been screened for antibacterial and antifungal activities. Compounds 12d and 12h exhibit encouraging results, while the remaining compounds show moderate activities. On the basis of spectral

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49

R., PRASAD, та K. SRIVASTAVA P. "Synthesis of 1-Aryl-2-mercapto-4-phenyl-1 ,6-dihydro-1,3,5-triazine-6-thiones and their Addition Products with α,β-Unsaturated Carbonyl Compounds and Aryl Cyanamides as Antithyroidal Agen". Journal of Indian Chemical Society Vol. 69, Oct 1992 (1992): 664–66. https://doi.org/10.5281/zenodo.6020136.

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Department of Chemistry, Banaras _Hindu University, Varanasi-221 005 <em>Manuscript received 11 September 1991, revised 25 June 1992, accepted 3 July 1992</em>                                        Different 1-aryl-2-mercapto-4-phenyl-1,6-dihydro-1,3,5-triazine-6-thiones have been synthesised by the dealkylatien of 1-aryi2-benzylmercapto-4-phenyl-1, 6-dihydro-1, 3, 5-triazine-6-thione with thiourea and HCl. These mercapto triazine when treated with \(\propto\),β- unsaturated carbonyl

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50

El-Ghanam, Abdel Moneim. "New Route Synthesis of Styryl Pyrones: High Yield Synthesis, Reactions and Spectral Properties of 2-Phenyl-6-Styryl-4-Pyrones." Journal of Chemical Research 2005, no. 10 (2005): 654–56. http://dx.doi.org/10.3184/030823405774663101.

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2-Phenyl-6-styryl-4-pyrone derivatives have been synthesised from the reaction of ethyl phenylpropiolate with benzylideneacetone derivatives in the presence of sodium ethoxide. Treatment of styrylpyrone with phosphorus pentasulfide gave the corresponding styrylpyran-4-thione which on treatment with hydroxylamine hydrochloride and aqueous methylamine afforded the corresponding oxime and 1-methyl-2-phenyl-6-styrylpyridine-4(1H)-thione, respectively. On the other hand, styrylpyran-4-thione reacted with malononitrile to give pyrolylidenemalononitrile which on treatment with bidentate reagents, hyd

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