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Journal articles on the topic '4-dithiazole'

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Published: 3 June 2025

Last updated: 31 July 2025

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1

Tsaplin, G. V., E. I. Bashkalova, A. L. Alekseenko, and S. V. Popkov. "Synthesis of azole derivatives of 1,2,3-dithiazole-5-imines and study of their fungicidal." Журнал общей химии 93, no. 12 (2023): 1846–53. http://dx.doi.org/10.31857/s0044460x23120041.

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A three-stage method was proposed for the synthesis of new 4-[4-(2-azolylethyl)piperazine-1-yl]- N -aryl-5 H 1,2,3-dithiazole-5-imines. This approach includes the reaction of Appel salt with anilines to produce 1,2,3-dithiazole-5-imines, which were converted into 4-[(4-chloroethyl)piperazine-1-yl]-5 H -1,2,3-dithiazole-5-imines, alkylating azoles at the final stage. The high fungicidal activity of target compounds and intermediate 4-chloro N -aryl-1,2,3-dithiazole-5-imines was shown in vitro tests versus six species of phytopathogenic fungi.

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2

Tsaplin, G. V., E. I. Bashkalova, A. L. Alekseenko, and S. V. Popkov. "Synthesis of Azole Derivatives of 1,2,3-Dithiazole-5-imines and Study of Their Fungicidal." Russian Journal of General Chemistry 93, no. 12 (2023): 3055–61. http://dx.doi.org/10.1134/s1070363223120046.

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Abstract A three-stage method was proposed for the synthesis of new 4-[4-(2-azolylethyl)piperazine-1-yl]-N-aryl-5H-1,2,3-dithiazole-5-imines. This approach includes the reaction of Appel salt with anilines to produce 1,2,3-dithiazole-5-imines, which were converted into 4-[(4-chloroethyl)piperazine-1-yl]-5H-1,2,3-dithiazole-5-imines, alkylating azoles at the final stage. The high fungicidal activity of target compounds and intermediate 4-chloro-N-aryl-1,2,3-dithiazole-5-imines was shown in vitro tests versus six species of phytopathogenic fungi.

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3

Constantinides, Christos P., Maria Koyioni, Fadwat Bazzi, Maria Manoli, Daniel B. Lawson, and Panayiotis A. Koutentis. "Crystal Structure and Solid-State Packing of 4-Chloro-5H-1,2,3-dithiazol-5-one and 4-Chloro-5H-1,2,3-dithiazole-5-thione." Molecules 26, no. 19 (2021): 5875. http://dx.doi.org/10.3390/molecules26195875.

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The crystal structure and solid-state packing of 4-chloro-5H-1,2,3-dithiazol-5-one and two polymorphs of 4-chloro-5H-1,2,3-dithiazole-5-thione were analyzed and compared to structural data of similar systems. These five-membered S,N-rich heterocycles are planar with considerable bond localization. All three structures demonstrate tight solid-state packing without voids which is attributed to a rich network of short intermolecular electrostatic contacts. These include Sδ+…Nδ−, Sδ+…Oδ−, Sδ+…Clδ− and Sδ+…Sδ− interactions that are well within the sum of their van der Waals radii (∑VDW). B3LYP, BLY

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4

Oakley, R. T., H. Koenig, and A. W. Cordes. "Structure of 1,3,2-dithiazole-4-thione." Acta Crystallographica Section C Crystal Structure Communications 43, no. 12 (1987): 2468–69. http://dx.doi.org/10.1107/s0108270187087298.

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5

D.T.Tayade*, R. D. Thombare S.A. Waghmare. "SYNTHESIS OF 3-[4-AMINO-N-SUBSTITUTED-o-ANISAMIDO- 5-YL]AMINO-5-SUBSTITUTED-1,2,4-DITHIAZOLE." Indo American Journal of Pharmaceutical Sciences 04, no. 10 (2017): 3890–94. https://doi.org/10.5281/zenodo.1035231.

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A novel series of 3-{4-Amino-N-[2-(dithethylamino)ethyl-o-anisamido-5-yl}amino-5-substitutedimino-1,2,4- dithiazole was synthesized by the oxidative cyclization of 4-amino-5-substituteddithiobiureto-N-[2- (dithethylamino)ethyl-o-anisamide in chloroform medium by making the use of liquid bromine as oxidizing agent. The products were characterized and justified on the basis of elemental analysis, chemical characteristics and spectral studies. Keywords:3-{4-Amino-N-[2-(dithethylamino)ethyl-o-anisamido-5-yl}amino-5-substituted -imino-1,2,4-dithiazole, 4- amino-5-substituteddithiobiureto-N-[2-(dith

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6

Lynch, Daniel E., and Ian McClenaghan. "6-Amino-4-iminio-4H-1,3,5-dithiazole iodide." Acta Crystallographica Section E Structure Reports Online 57, no. 1 (2000): o70—o71. http://dx.doi.org/10.1107/s160053680002047x.

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The structure of the title compound, C3H6IN3S2, comprises a puckered ring that associates to the I−anionviaN—H...I interactions. In the asymmetric unit, two I−anions reside on special positions (twofold rotation axes) equivalent to one complete anion per cation. The cationic charge is delocalized between the two amines, as suggested by the similar bond lengths, across the heterocyclic N atom, between these two groups.

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7

Cordes, A. Wallace, James R. Mingie, Richard T. Oakley, Robert W. Reed, and Hongzhou Zhang. "Quinoxaline-1,2,3-dithiazolyls Synthesis, EPR characterization, and redox chemistry." Canadian Journal of Chemistry 79, no. 9 (2001): 1352–59. http://dx.doi.org/10.1139/v01-122.

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Oxidation of quinoxalineaminothiol with SCl2 or S2Cl2/Cl2 affords a series of compounds based on the quinoxaline-1,2,3-dithiazole framework QDTA. Under highly oxidizing conditions, the 1,2,3-dithiazolyl ring is opened to afford the acyclic dichlorosulfimino-sulfenyl chlorides Clx-QDTA-Cl3 (x = 0, 1, 2). Reduction of these "trichloro" compounds leads to ring closure. For x = 2, reduction using S2Cl2 affords the dithiazolylium chloride [Cl2-QDTA][Cl]. For all values of x, reduction with iodide ion (3 mol equiv) affords the corresponding dithiazolyl radical [Clx-QDTA]. The radicals can be isolate

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8

Yarovenko, Vladimir N., Andrey A. Es'kov, George V. Zatonsky, et al. "Synthesis of azomethylene derivatives of 4-chloro-5H-1,2,3-dithiazole." Journal of Heterocyclic Chemistry 41, no. 1 (2004): 37–43. http://dx.doi.org/10.1002/jhet.5570410106.

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9

Yokoyama, Masataka, Tadashi Shiraishi, Hidekatsu Hatanaka, and Koreharu Ogata. "Synthesis and structure determination of [1,2]dithiolo[1,5-b][1,2,4]dithiazole-4-S IV derivatives." Journal of the Chemical Society, Chemical Communications, no. 23 (1985): 1704. http://dx.doi.org/10.1039/c39850001704.

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10

Gdaniec, Maria, Krzysztof Osmialowski, and Franciszek Saczewski. "Crystal and molecular structure of 3-(4-chlorobenzoylimino)-5,6-dihydro-3H-imidazo[2,1-c]-1,2,4-dithiazole." Journal of Crystallographic and Spectroscopic Research 19, no. 3 (1989): 507–12. http://dx.doi.org/10.1007/bf01185387.

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11

Bol’shakov, O. I., I. D. Yushina, A. I. Stash, R. R. Aysin, E. V. Bartashevich, and O. A. Rakitin. "Structure and properties of 4-phenyl-5H-1,2,3-dithiazole-5-thione polyiodide with S−I+−S bridged complex." Structural Chemistry 31, no. 5 (2020): 1729–37. http://dx.doi.org/10.1007/s11224-020-01584-y.

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12

Nakamura, Tadamitsu, Kota Sasamori, Takeshi Kodama, Koichi Kikuchi, and Wataru Fujita. "Preparation, Crystal Structure, and Magnetic Properties of a New Dithiolene Ligand, 1,3,2-Dithiazole-4-thione-5-thiolate, and its Metal Complex." Chemistry - An Asian Journal 8, no. 2 (2012): 348–50. http://dx.doi.org/10.1002/asia.201200912.

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13

Zhu, Jiejun, Zhangxu Wang, Yuanhao Li, et al. "S⋯N Conformational Lock Acceptor Based on Indacenodithiophene (IDT) Structure and High Electronegative Terminal End Group." Materials 15, no. 12 (2022): 4238. http://dx.doi.org/10.3390/ma15124238.

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High-performance organic semiconductors should have good spectral absorption, a narrow energy gap, excellent thermal stability and good blend film morphology to obtain high-performance organic photovoltaics (OPVs). Therefore, we synthesized two IDTz-based electron acceptors in this research. When they were blended with donor PTB7-Th to prepare OPV devices, the PTB7-Th:IDTz-BARO-based binary OPVs exhibited a power conversion efficiency (PCE) of 0.37%, with a short-circuit current density (Jsc) of 1.24 mA cm−2, a fill factor (FF) of 33.99% and an open-circuit voltage (Voc) of 0.87 V. The PTB7-Th

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14

Dibo, Ahamada, Madeleine Stavaux, Nöel Lozac'h, Asbjørn Hordvik, Svante Wold, and Jose Elguero. "Heterocyclic Sulfur Compounds. IC-Reaction of Ynamines with 1,2,4-Dithiazole Derivatives, and the Crystal Structure of N-(4-Diethylamino-5-methyl-1,3-dithiole-2-ylidene)-p-methoxythiobenzamide." Acta Chemica Scandinavica 39b (1985): 103–12. http://dx.doi.org/10.3891/acta.chem.scand.39b-0103.

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15

Łukaszuk, Cecylia, and Andrzej Niewiadomy. "In vitro anti-Candida albicans activity of new thiatriazole derivative agents." Progress in Health Sciences 7, no. 1 (2017): 7–17. http://dx.doi.org/10.5604/01.3001.0009.5789.

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Purpose: We tested the antifungal activity of N,N-phenyl-1,2,3,4-thiatriazole-5-yl-2,4-b-resorcyl-carbothioamide (PTR), of n-3-(1,2,4-dithiazole-5-thione)--resorcylcarbothioamide (DTRTA), of N,N-phenyl-1,2,3,4-thiatriazol-5-yl-2,4-b-resorcyl-carbothioamide (PHARA) against Candida albicans strains in vitro. Materials and methods: We synthesized PTR, DTRTA and PHARA at the Department of Chemistry University of Agriculture in Lublin. We tested the selected three samples with the lowest value of MIC - PTR, DTRTA and PHARA. A reference strain of C. albicans ATCC 10231 and 250 strains of C. albican

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16

Wanjari, A. K. "Synthesis and Antimicrobial activity of 1-(2-hydroxy-3,5- bis((3-imino-3H-1,2,4-dithiazol-5-yl)amino)phenyl)ethanone." International Journal of ChemTech Research 13, no. 3 (2020): 310–14. http://dx.doi.org/10.20902/ijctr.2019.130327.

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Heterocyclic compounds are used as a building block with a wide application in pharmaceutical industry, medicinal and drug research. This research paper explore the synthesis and antimicrobial activity of 1-(2-hydroxy-3,5-bis((3-imino-3H-1,2,4-dithiazol-5- yl)amino)phenyl) ethanone. The synthesis of 1-(2-hydroxy-3,5-bis((3-imino-3H-1,2,4- dithiazol-5-yl)amino)phenyl) ethanone carried out by using 4-chlorophenol as a starting material which is well knows as a active pharmaceutical ingredients. The synthesised compound tested for the gram positive and gram negative bacteria. The identification o

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17

Chang, Yong-Goo, Kyongtae Kim та Yung Ja Park. "Reactions of 4-chloro-5h-1,2,3-dithiazole-5-thione with α,β-unsaturated β-amino esters: Formation of 2-[2-(1-alkenylsulfanyl-1-alkoxycarbonyl-2-amino)-1,2-dicyano-vinylsulfanyl]-3-amino-2-alkenoic alkyl esters". Journal of Heterocyclic Chemistry 39, № 1 (2002): 29–35. http://dx.doi.org/10.1002/jhet.5570390103.

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18

Chang, Yong-Goo, Kyongtae Kim та Yung Ja Park. "ChemInform Abstract: Reactions of 4-Chloro-5H-1,2,3-dithiazole-5-thione with α,β-Unsaturated β-Amino Esters: Formation of 2-[2-(1-Alkenylsulfanyl-1-alkoxycarbonyl-2-amino) -1,2-dicyanovinylsulfanyl]-3-amino-2-alkenoic Alkyl Esters." ChemInform 33, № 31 (2010): no. http://dx.doi.org/10.1002/chin.200231040.

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19

Yang, Jian-Zhong, Wei-Yi Pi, and You-Fu Luo. "4-(5-Oxo-5H-1,2,4-dithiazol-3-yl)phenyl 4-methylbenzenesulfonate." Acta Crystallographica Section E Structure Reports Online 68, no. 2 (2012): o450. http://dx.doi.org/10.1107/s1600536811055607.

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20

Chung, Yuen-Li, Shirley A. Fairhurst, Duncan G. Gillies, Keith F. Preston, and Leslie H. Sutcliffe. "ESR spectroscopic investigation of some 4-substituted 1,3,2-dithiazolyl and 2,3,1-dithiazolyl radicals." Magnetic Resonance in Chemistry 30, no. 7 (2005): 666–72. http://dx.doi.org/10.1002/mrc.1260300717.

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21

Kalogirou, Andreas S., and Panayiotis A. Koutentis. "(Z)-2-{[(4-Chloro-5H-1,2,3-dithiazol-5-ylidene)amino](methylthio)methylene}malononitrile." Molbank 2022, no. 1 (2022): M1354. http://dx.doi.org/10.3390/m1354.

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Reaction of 4,5-dichloro-1,2,3-dithiazolium chloride with 2-[amino(methylthio)methylene])malononitrile (1 equiv) in the presence of pyridine (2 equiv) gave (Z)-2-{[(4-chloro-5H-1,2,3-dithiazol-5-ylidene)amino](methylthio)methylene}malononitrile in 20% yield. The compound was fully characterized.

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22

Raj, Tilak, M. P. S. Ishar, Vivek Gupta, Ajay Pal Singh Pannu, Priyanka Kanwal, and Gurpinder Singh. "Unusual conversion of substituted-3-formylchromones to 3-(5-phenyl-3H-[1,2,4]dithiazol-3-yl)chromen-4-ones: a facile and efficient route to novel 1,2,4-dithiazoles." Tetrahedron Letters 49, no. 2 (2008): 243–46. http://dx.doi.org/10.1016/j.tetlet.2007.11.081.

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23

Plakas, Konstantinos, Andreas S. Kalogirou, Andreas Kourtellaris, and Panayiotis A. Koutentis. "Reaction of 4,5-Dichloro-1,2,3-dithiazolium Chloride with 2-(Phenylsulfonyl)acetonitrile." Molbank 2022, no. 1 (2022): M1322. http://dx.doi.org/10.3390/m1322.

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The reaction of 4,5-dichloro-1,2,3-dithiazolium chloride with 2-(phenylsulfonyl)acetonitrile (1 equiv) in the presence of pyridine (2 equiv) gave S-(3-chloro-5-cyanoisothiazol-4-yl)benzenesulfonothioate and (Z)-2-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-2-(phenylsulfonyl)acetonitrile in 19% and 23% yield, respectively. The compounds were fully characterized and the mechanistic rationale is proposed for the formation of the benzensulfonate.

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24

Koyioni, Maria, and Panayiotis A. Koutentis. "The Reaction of 6-(4-Chloro-5H-1,2,3-dithiazol-5-ylidene)-4-methylcyclohexa-2,4-dien-1-one with Benzene-1,2-diamine: Synthesis and Chemistry of N-(2-Aminophenyl)-2-hydroxy-5-methylbenzimidoyl Cyanide." Synlett 31, no. 05 (2019): 482–86. http://dx.doi.org/10.1055/s-0039-1690246.

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(Z)-6-(4-Chloro-5H-1,2,3-dithiazol-5-ylidene)-4-methylcyclohexa-2,4-dien-1-one, readily prepared from 4,5-dichloro-1,3,4-dithiazolium chloride and p-cresol, reacts with benzene-1,2-diamine to give N-(2-aminophenyl)-2-hydroxy-5-methylbenzimidoyl cyanide. The latter, in acidic media, cyclizes to give, depending on the reaction conditions, 2-methylbenzofuro[2,3-b]quinoxaline, 2-(1H-benzo[d]imidazol-2-yl)-4-methylphenol or 2-(3-aminoquinoxalin-2-yl)-4-methylphenol.

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25

Koyioni, Maria, Maria Manoli, and Panayiotis A. Koutentis. "The Reaction of DABCO with 4-Chloro-5H-1,2,3-dithiazoles: Synthesis and Chemistry of 4-[N-(2-Chloroethyl)piperazin-1-yl]-5H-1,2,3-dithiazoles." Journal of Organic Chemistry 81, no. 2 (2015): 615–31. http://dx.doi.org/10.1021/acs.joc.5b02497.

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26

Alberola, Antonio, Jonathan Burley, Rebecca J. Collis, Robert J. Less, and Jeremy M. Rawson. "Structural control of dithiazolyl radicals: Case studies on 3′- and 4′-cyano-benzo-1,3,2-dithiazolyl, NCC6H3S2N." Journal of Organometallic Chemistry 692, no. 13 (2007): 2750–60. http://dx.doi.org/10.1016/j.jorganchem.2006.12.020.

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27

Barclay, Tosha M., A. Wallace Cordes, Leanne Beer, et al. "Sterically protected 1,2,3-dithiazolyl radicals: preparation and structural characterization of 4-chloro-5-pentafluorophenyl-1,2,3-dithiazolyl." Chemical Communications, no. 6 (1999): 531–32. http://dx.doi.org/10.1039/a809951k.

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28

JOSHUA, C. P., and V. T. E. MINI. "ChemInform Abstract: Synthesis of 1-Aryl-2-arylamino-6-aryliminotetrahydro-1,3,5-triazine-4- thiones from 6a-S(IV)-2,5-Bisarylamino(1,2,4)dithiazolo(2,3-b)(1,2,4) dithiazoles by the Reaction with Amines." ChemInform 24, no. 47 (2010): no. http://dx.doi.org/10.1002/chin.199347243.

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29

Koutentis, Panayiotis A., Maria Koyioni, and Sophia S. Michaelidou. "Synthesis of [(4-Chloro-5H-1,2,3-dithiazol-5-ylidene)amino]azines." Molecules 16, no. 11 (2011): 8992–9002. http://dx.doi.org/10.3390/molecules16118992.

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30

Popov, V. V., O. I. Bol’shakov, L. S. Konstantinova, and O. A. Rakitin. "Synthesis and properties of 4-substituted 5H-1,2,3-dithiazol-5-ylidenes." Russian Chemical Bulletin 58, no. 2 (2009): 437–41. http://dx.doi.org/10.1007/s11172-010-0029-z.

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31

Baranovsky, Ilia V., Lidia S. Konstantinova, Mikhail A. Tolmachev, Vadim V. Popov, Konstantin A. Lyssenko, and Oleg A. Rakitin. "Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol-4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol-5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups." Molecules 25, no. 17 (2020): 3768. http://dx.doi.org/10.3390/molecules25173768.

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A new synthetic pathway to four substituted imidazoles from readily available 2-((4-aryl(thienyl)-5H-1,2,3-dithiazol-5-ylidene)amino)phenols has been developed. Benzo[d]oxazol-2-yl(aryl(thienyl))methanimines were proved as key intermediates in their synthesis. The formation of an imidazole ring from two methanimine derivatives likely includes the opening of one benzoxazole ring followed by ring closure by intermolecular nucleophilic attack of the N-methanimine atom to a carbon atom of another methanimine.

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32

Koutentis, Panayiotis A., and Sophia S. Michaelidou. "(Z)-2-(4-Chloro-5H-1,2,3-dithiazol-5-ylideneamino)-6-ethoxy-4-phenylpyridine-3,5-dicarbonitrile." Molbank 2010, no. 3 (2010): M690. http://dx.doi.org/10.3390/m690.

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33

Barclay, Tosha M., Leanne Beer, A. Wallace Cordes, et al. "ChemInform Abstract: Sterically Protected 1,2,3-Dithiazolyl Radicals: Preparation and Structural Characterization of 4-Chloro-5-pentafluorophenyl-1,2,3-dithiazolyl." ChemInform 30, no. 24 (2010): no. http://dx.doi.org/10.1002/chin.199924134.

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34

Yousif, Yousif Z., and Ahood J. Al-hamdani. "Liquid-crystalline behaviour of some bis(4-alkyloxyphenyl) thiazolo [5,4-d] dithiazoles." Liquid Crystals 15, no. 4 (1993): 451–60. http://dx.doi.org/10.1080/02678299308036466.

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35

Kleist, Marion, Joachim Teller, Helmut Reinke, Heinz Dehne, and Jürgen Kopf. "UNGEWÖHNLICHE BILDUNG VON 3-AROYLIMINO-5-ARYLAMINO-3H-1, 2, 4-DITHIAZOLEN." Phosphorus, Sulfur, and Silicon and the Related Elements 97, no. 1-4 (1994): 149–55. http://dx.doi.org/10.1080/10426509408020737.

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36

Jeon, Moon-Kook, and Kyongtae Kim. "Synthesis of new5-alkylidene-4-chloro-5H-1,2,3-dithiazoles and their stereochemistry." Tetrahedron 55, no. 32 (1999): 9651–67. http://dx.doi.org/10.1016/s0040-4020(99)00585-2.

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37

Bol’shakov, O. I., I. D. Yushina, E. V. Bartashevich, Y. V. Nelyubina, R. R. Aysin, and O. A. Rakitin. "Asymmetric triiodide-diiodine interactions in the crystal of (Z)-4-chloro-5-((2-((4-chloro-5H-1,2,3-dithiazol-5-ylidene)amino)phenyl)amino)-1,2,3-dithiazol-1-ium oligoiodide." Structural Chemistry 28, no. 6 (2017): 1927–34. http://dx.doi.org/10.1007/s11224-017-0987-y.

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38

Pereira, Maria de Fatima, Elena Sarghe, Hervé Rouillard, Lisianne Domon, Jean-René Chérouvrier, and Valérie Thiéry. "Synthesis of novel heterocyclic fused pyrimidin-4-one derivatives from imino-1,2,3-dithiazoles." Arkivoc 2017, no. 3 (2017): 335–45. http://dx.doi.org/10.24820/ark.5550190.p010.256.

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39

Besson, Thierry, Kumaraswamy Emayan, and Charles W. Rees. "1,2,3-Dithiazoles and new routes to 3,1-benzoxazin-4-ones, 3,1-benzothiazin-4-ones and N-arylcyanothioformamides." Journal of the Chemical Society, Perkin Transactions 1, no. 17 (1995): 2097. http://dx.doi.org/10.1039/p19950002097.

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40

Besson, Thierry, Charles W. Rees, Gilles Cottenceau, and Anne-Marie Pons. "Antimicrobial evaluation of 3,1-benzoxazin-4-ones, 3,1-benzothiazin-4-ones, 4-alkoxyquinazolin-2-carbonitriles and N-arylimino-1,2,3-dithiazoles." Bioorganic & Medicinal Chemistry Letters 6, no. 19 (1996): 2343–48. http://dx.doi.org/10.1016/0960-894x(96)00423-4.

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41

Kim, Kyongtae, and Yong-Goo Chang. "Synthesis of 3-Aryl-3,4-dihydro-4-hydroxy-4-phenylquinazoline-2-carbonitrile via 2-(Benzoyl)arylimino-4-chloro-5H-1,2,3-dithiazoles." Synlett 2002, no. 9 (2002): 1423–26. http://dx.doi.org/10.1055/s-2002-33520.

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42

He, Xiaoming, Alva Y. Y. Woo, Javier Borau-Garcia, and Thomas Baumgartner. "Dithiazolo[5,4-b:4′,5′-d]phosphole: A Highly Luminescent Electron-Accepting Building Block." Chemistry - A European Journal 19, no. 23 (2013): 7620–30. http://dx.doi.org/10.1002/chem.201204375.

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43

Kalogirou, Andreas S., Sophia S. Michaelidou, Maria Koyioni, and Panayiotis A. Koutentis. "Ring transformations of 2-hydroxy-(4-chloro-5 H -1,2,3-dithiazol-5-ylideneamino)arenes." Tetrahedron 71, no. 39 (2015): 7181–90. http://dx.doi.org/10.1016/j.tet.2014.12.046.

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44

Yeo, Chien Ing, Yee Seng Tan, and Edward R. T. Tiekink. "Crystal structures of 5-amino-N-phenyl-3H-1,2,4-dithiazol-3-iminium chloride and 5-amino-N-(4-chlorophenyl)-3H-1,2,4-dithiazol-3-iminium chloride monohydrate." Acta Crystallographica Section E Crystallographic Communications 71, no. 10 (2015): 1159–64. http://dx.doi.org/10.1107/s2056989015016655.

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Abstract:

The crystal and molecular structures of the title salt, C8H8N3S2+·Cl−, (I), and salt hydrate, C8H7ClN3S2+·Cl−·H2O, (II), are described. The heterocyclic ring in (I) is statistically planar and forms a dihedral angle of 9.05 (12)° with the pendant phenyl ring. The comparable angle in (II) is 15.60 (12)°, indicating a greater twist in this cation. An evaluation of the bond lengths in the H2N—C—N—C—N sequence of each cation indicates significant delocalization of π-electron density over these atoms. The common feature of the crystal packing in (I) and (II) is the formation of charge-assisted amin

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45

BESSON, T., C. W. REES, G. COTTENCEAU, and A. M. PONS. "ChemInform Abstract: Antimicrobial Evaluation of 3,1-Benzoxazin-4-ones, 3,1-Benzothiazin-4- ones, 4-Alkoxyquinazolin-2-carbonitriles and N-Arylimino-1,2,3- dithiazoles." ChemInform 28, no. 7 (2010): no. http://dx.doi.org/10.1002/chin.199707171.

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BESSON, T., K. EMAYAN, and C. W. REES. "ChemInform Abstract: 1,2,3-Dithiazoles and New Routes to 3,1-Benzoxazin-4-ones, 3,1- Benzothiazin-4-ones and N-Arylcyanothioformamides." ChemInform 27, no. 2 (2010): no. http://dx.doi.org/10.1002/chin.199602057.

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47

Rahman, Loay K. A. "Novel eight-membered heterocycles. Synthesis of dithiazolo[4,5-d:5′,4′-g][1,3]diazocine derivatives." Journal of Heterocyclic Chemistry 23, no. 5 (1986): 1435–37. http://dx.doi.org/10.1002/jhet.5570230537.

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48

Jeon, Moon-Kook, and Kyongtae Kim. "ChemInform Abstract: Synthesis of New 5-Alkylidene-4-chloro-5H-1,2,3-dithiazoles and Their Stereochemistry." ChemInform 30, no. 51 (2010): no. http://dx.doi.org/10.1002/chin.199951136.

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R.D.Isankar, and D.T.Tayade*. "SYNTHESIS OF 2-[2-HYDROXY-5-(3-SUBSTITUTEDIMINO-1, 2, 4-DITHIAZOLO)] AMINO PHENYL INDOLES." INDO AMERICAN JOURNAL OF PHARMACEUTICAL SCIENCES 05, no. 04 (2018): 2284–86. https://doi.org/10.5281/zenodo.1217989.

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2-[2-Hydroxy-5-(-2,4-substituted-dithiobiureto)]phenylindoles with iodine in ethanol as an oxidative cyclising agent was transformed into the 2-[2-hydroxy-5-(3-substitutedimino-1,2,4-dithiazolo)]aminophenylindoles in one step. Characterization and justification of structure of synthesized compounds were done on the basis of conventional elemental analysis, chemical characteristics and spectral studies. Key Words: 2-[2-Hydroxy-5-(2,4-ethyldithiobiureto)]phenylindole, iodine, ethanol

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Popov, Vadim V., Stanislav A. Amelichev, Lidia S. Konstantinova, Ivan V. Glukhov, Konstantin A. Lyssenko та Oleg A. Rakitin. "[(4-Sulfanylidene-4H-1λ4,3,2-dithiazol-5-yl)sulfanyl]formic acid derivatives: synthesis from 5-oxo[1,3]dithiolo[4,5-d][1,3,2]dithiazol-1-ium chloride and structural characterization". Mendeleev Communications 20, № 5 (2010): 279–81. http://dx.doi.org/10.1016/j.mencom.2010.09.014.

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