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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 20
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Original Articles

One-Pot Preparation of 1-Substituted Imidazole-2-thione from Isothiocyanate and Amino Acetal

Koyo Matsuda Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co. Ltd., 21 Miyukigaoka, Tsukuba, Ibaraki, 305, JAPAN
,
Isao Yanagisawa Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co. Ltd., 21 Miyukigaoka, Tsukuba, Ibaraki, 305, JAPAN
,
Yasuo Isomura Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co. Ltd., 21 Miyukigaoka, Tsukuba, Ibaraki, 305, JAPAN
,
Toshiyasu Mase Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co. Ltd., 21 Miyukigaoka, Tsukuba, Ibaraki, 305, JAPAN
&
Tadao Shibanuma Institute for Drug Discovery Research, Yamanouchi Pharmaceutical Co. Ltd., 21 Miyukigaoka, Tsukuba, Ibaraki, 305, JAPAN
Pages 3565-3571 | Received 14 Mar 1997, Published online: 22 Aug 2006

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Ranganathan Raja, Dinesh Murugan, Archana Sivasubramaniyan, Jaabil George, Sakthivel Perumal, Ponnuswamy Alagusundaram, Mohan Raj Jayakumar & Murugavel Saminathan. (2016) Sequential change in one-pot, three-component protocol: A stepping stone in heterocyclic synthesis. Synthetic Communications 46:11, pages 942-948.
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Xin Chen, Ai-Quan Jia, Rufei Ye, Hua-Tian Shi & Qian-Feng Zhang. (2015) Adducts of ruthenium(IV) thiolates with substituted pyridines. Syntheses and structures of [Ru(SMes)4(R-py)] (R = 4-Et, 4-tBu, and 3,5-Me2) and [{Ru(SMes)4}2(μ-4,4’-bipy)] (Mes = 2,4,6-trimethylphenyl). Journal of Coordination Chemistry 68:16, pages 2835-2845.
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Yi Qin, Qing Ma, Ai-Quan Jia, Qun Chen & Qian-Feng Zhang. (2013) Synthesis and structural characterization of ruthenium complexes with 1-aryl-imidazole-2-thione. Journal of Coordination Chemistry 66:8, pages 1405-1415.
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Articles from other publishers (31)

Sumana Y. Kotian, Chakrabhavi Dhananjaya Mohan, Aloir A. Merlo, Shobith Rangappa, S. Chandra Nayak, K.M. Lokanatha Rai & Kanchugarakoppal S. Rangappa. (2020) Small molecule based five-membered heterocycles: A view of liquid crystalline properties beyond the biological applications. Journal of Molecular Liquids 297, pages 111686.
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Jian-Chao Deng, Jia-Hao Chen, Jun-Rong Zhang, Ting-Ting Lu & Ri-Yuan Tang. (2018) Sulfite-Induced N -Alkylation and Thioketonization of Azoles Enable Access to Diverse Azole Thiones . Advanced Synthesis & Catalysis 360:24, pages 4795-4806.
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Agnieszka Szyszkowska, Karol Hęclik & Iwona Zarzyka. (2018) New esters with thioxoimidazoquinazoline ring – Synthesis, spectral characterization and quantum mechanical modelling. Journal of Molecular Structure 1165, pages 206-216.
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Sen Ma, Min Chen, Fang-Fang Fan, Ai-Quan Jia & Qian-Feng Zhang. (2018) Syntheses and Crystal Structures of 2-Chloromethyl-3,5-dimethyl-4-methoxy/ethoxy-pyridines and Their Methylsulphinyl Derivatives. Journal of Chemical Crystallography 48:1-2, pages 64-71.
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Graziano Di Carmine, Daniele Ragno, Carmela De Risi, Olga Bortolini, Pier Paolo Giovannini, Giancarlo Fantin & Alessandro Massi. (2017) Synthesis of functionalized imidazolidine-2-thiones via NHC/base-promoted aza-benzoin/aza-acetalization domino reactions. Org. Biomol. Chem. 15:41, pages 8788-8801.
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Anitha S. Gowda, Andreas Baur, Carl A. Scaggs, Jeffrey L. Petersen & Jessica M. Hoover. (2016) Formation of Di- tert -butylurea from a Mononuclear Iron Tris(isocyanide) Complex . Organometallics 35:21, pages 3720-3727.
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Mehdi Kalhor, Mina Salehifar & Iraj Nikokar. (2013) Synthesis, characterization, and antibacterial activities of some novel N,N′-disubstituted thiourea, 2-amino thiazole, and imidazole-2-thione derivatives. Medicinal Chemistry Research 23:6, pages 2947-2954.
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善和 刘. (2014) Synthesis of the Sulfoether Intermediates of Prazole Compounds. Journal of Organic Chemistry Research 02:02, pages 22-27.
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Joshua H. Palmer & Gerard Parkin. (2014) Synthesis and structural characterization of 1-arylimidazole-2-thiones and N,N′-aryldiethoxyethylthioureas with electronically diverse substituents: a manifold of hydrogen bonding networks. New Journal of Chemistry 38:9, pages 4071.
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Hang Zhu, Qing Ma, Ai-Quan Jia, Qun Chen, Wa-Hung Leung & Qian-Feng Zhang. (2013) 1-(4-Chlorophenyl)imidazole-2-thione (HtimAr) and its derivative tris(mercaptoimidazolyl)borate [BH(timAr)3]− of ruthenium complexes. Inorganica Chimica Acta 405, pages 427-436.
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Murat Duran & Mehmet Çetin Canbaz. (2013) p K a Determination of Newly Synthesized N-(benzothiazole-2-yl)-2-(4,5-dimethyl-1-(phenylamino)-1H-imidazol-2-ylthio)acetamide Derivatives . Industrial & Engineering Chemistry Research 52:25, pages 8355-8360.
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Philip J. Bailey, Nicola L. Bell & Gary S. Nichol. (2013) Homoleptic ‘sandwich’ complexes of substituted tris(methimazolyl)borate ligands with ruthenium, rhodium and palladium. Dalton Transactions 42:31, pages 11281.
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Hai Xie, Jian-Chao Liu, Lei Wu & Ming-Wu Ding. (2012) New efficient synthesis of trisubstituted imidazolidine-2-thiones and thiazoles via vinyliminophosphoranes. Tetrahedron 68:38, pages 7984-7990.
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Ai-Quan Jia, Qing Ma, Qun Chen, Hua-Tian Shi, Wa-Hung Leung & Qian-Feng Zhang. (2012) Synthesis and characterization of ruthenium complexes with 1-aryl-2-mercaptoimidazole ligands. Journal of Organometallic Chemistry 705, pages 34-38.
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Azizollah Beheshti, William Clegg, Rahman Khorramdin, Valiollah Nobakht & Luca Russo. (2011) Synthesis and structural characterization of mixed-metal complexes of CuI with MOS3 cores (M = Mo, W) and of an unusual polymeric AgI/mercaptoimidazole complex with five different AgI coordination environments. Dalton Transactions 40:12, pages 2815.
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Zdenka Prucková, Antonín Klásek, Antonín Lyčka, Ivan Mikšík & Aleš Růžička. (2009) Synthesis of 2-thioxoimidazolines via reaction of 1-unsubstituted 3-aminoquinoline-2,4-diones with isothiocyanates. Tetrahedron 65:45, pages 9103-9115.
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Keliang Pang, Joshua S. Figueroa, Ian A. Tonks, Wesley Sattler & Gerard Parkin. (2009) 2-Mercapto-1-t-butylimidazolyl as a bridging ligand: Synthesis and structural characterization of nickel and palladium paddlewheel complexes. Inorganica Chimica Acta 362:12, pages 4609-4615.
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Marta Feroci, Monica Orsini & Achille Inesi. (2009) An Efficient Combined Electrochemical and Ultrasound Assisted Synthesis of Imidazole-2-Thiones. Advanced Synthesis & Catalysis 351:13, pages 2067-2070.
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Shu-Su Shen, Mao-Yi Lei, Yun-Xuan Wong, Mun-Ling Tong, Priscilla Lu-Yi Teo, Shunsuke Chiba & Koichi Narasaka. (2009) Intramolecular nucleophilic substitution at an sp2 carbon: synthesis of substituted thiazoles and imidazole-2-thiones. Tetrahedron Letters 50:26, pages 3161-3163.
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Jong Tak Lee, Heduck Mah, Kee Dal Nam, Dongyun Shin, Deok-Chan Ha & Hoh-Gyu Hahn. (2008) Syntheses of 1,3-Imidazolin-2-Ones and 1,3-Imidazolin-2-Thiones from New Building Blocks, γ-Aminoacetoacetanilides. Journal of Combinatorial Chemistry 10:6, pages 803-806.
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Xi-Cun Wang, Fang Wang, Zheng-Jun Quan, Man-Gang Wang & Zheng Li. (2019) An efficient and clean synthesis of 1-aroyl-3-aryl-4-substituted imidazole-2-thiones in water. Journal of Chemical Research 2005:11, pages 689-690.
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Philip J. BaileyAlice DawsonChiara McCormackStephen A. MoggachIain D. H. OswaldSimon ParsonsDavid W. H. RankinAndrew Turner. (2005) Barriers to Racemization in C 3 -Symmetric Complexes Containing the Hydrotris(2-mercapto-1-ethylimidazolyl)borate (Tm Et ) Ligand . Inorganic Chemistry 44:24, pages 8884-8898.
Crossref
Hamsell M. Alvarez, Patricia A. Gillespie, Cornelius D. Gause, Arnold L. Rheingold, James A. Golen & Daniel Rabinovich. (2004) Thallium(I) bis(mercaptoimidazolyl)borates. Polyhedron 23:4, pages 617-622.
Crossref
Arefa Docrat, Melissa M Morlok, Brian M Bridgewater, David G Churchill & Gerard Parkin. (2004) N–H⋯O hydrogen bonding interactions in tetrahedral [ZnS4] complexes of relevance to zinc enzymes: the synthesis, structures and reactivity of tris(2-mercapto-1-arylimidazolyl)hydroborato zinc(2-mercapto-1-arylimidazole) complexes, {[TmAr]Zn(mimAr)}[ClO4] (Ar=Ph, p-Tol). Polyhedron 23:2-3, pages 481-488.
Crossref
Run‐Sheng Zeng, Jian‐Ping Zou, Xue‐Jun Mu & Qi Shen. (2010) Synthesis of l‐Benzoyl‐3‐aryl‐4‐hydroxy‐4‐phenylimidazolidin‐2‐thiones. Chinese Journal of Chemistry 21:12, pages 1652-1654.
Crossref
Run-Sheng Zeng, Jian-Ping Zou, San-Jun Zhi, Jun Chen & Qi Shen. (2003) Novel Synthesis of 1-Aroyl-3-aryl-4-substituted Imidazole-2-thiones. Organic Letters 5:10, pages 1657-1659.
Crossref
M. Jain. 2003. Chemical Shifts and Coupling Constants for Hydrogen-1. Part 2: Heterocycles. Chemical Shifts and Coupling Constants for Hydrogen-1. Part 2: Heterocycles 232 271 .
M. Jain. 2003. Chemical Shifts and Coupling Constants for Hydrogen-1. Part 2: Heterocycles. Chemical Shifts and Coupling Constants for Hydrogen-1. Part 2: Heterocycles 174 204 .
Selma Bakbak, Vinay K Bhatia, Christopher D Incarvito, Arnold L Rheingold & Daniel Rabinovich. (2001) Synthesis and characterization of two new bulky tris(mercaptoimidazolyl)borate ligands and their zinc and cadmium complexes. Polyhedron 20:28, pages 3343-3348.
Crossref
Kenneth Turnbull. 1998. A critical review of the 1997 literature preceded by two chapters on current heterocyclic topics. A critical review of the 1997 literature preceded by two chapters on current heterocyclic topics 153 171 .
K. MATSUDA, I. YANAGISAWA, Y. ISOMURA, T. MASE & T. SHIBANUMA. (2010) ChemInform Abstract: One‐Pot Preparation of 1‐Substituted Imidazole‐2‐thione from Isothiocyanate and Amino Acetal.. ChemInform 28:52.
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