- Synthesis method of 1, 2, 3-thiadiazole derivative
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The invention belongs to the technical field of compound preparation, and discloses a synthesis method of a 1, 2, 3-thiadiazole derivative. The synthesis method of the 1, 2, 3-thiadiazole derivative comprises the following steps: taking an N-tosylhydrazon
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Paragraph 0109-0142
(2021/08/28)
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- Selective transformations of 2-(p-toluenesulfonyl)-N-tosylhydrazones to substituted 1,2,3-thiadiazoles
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Selective transformations of 2-(p-toluenesulfonyl)-N-tosylhydrazones with different sulfur sources have been established. A series of 4-aryl-1,2,3-thiadiazoles and novel 4-aryl-5-tosyl-1,2,3-thiadiazoles were selectively constructed by the adjustment of reaction conditions. These protocols feature short reaction time, good compatibility of functional group, easily available materials, and good selectivity.
- Feng, Yijiao,He, Jing,Li, Weiwei,Yang, Zhen,Wei, Yueting,Liu, Ping,Zhao, Jixing,Gu, Chengzhi,Wang, Wenli
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supporting information
(2020/12/09)
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- Diiiodine/Potassium Persulfate Mediated Synthesis of 1,2,3-Thiadiazoles from N -Tosylhydrazones and a Thiocyanate Salt as a Sulfur Source under Transition-Metal-Free Conditions
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A highly efficient method for the synthesis of 1,2,3-thiadiazoles has been developed by utilizing readily available tosylhydrazones and ammonium thiocyanate with ecofriendly EtOH as the solvent at room temperature. The reaction shows a wide scope of subst
- Lu, Yuhan,Sun, Yadong,Abdukader, Ablimit,Liu, Chenjiang
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supporting information
p. 1044 - 1048
(2021/05/05)
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- I2/CuCl2-promoted one-pot three-component synthesis of aliphatic or aromatic substituted 1,2,3-thiadiazoles
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An efficient I2/CuCl2-promoted one-pot three-component strategy for the construction of 1,2,3-thiadiazoles from aliphatic- or aromatic-substituted methyl ketones, p-toluenesulfonyl hydrazide, and potassium thiocyanate has been develo
- Wang, Can,Geng, Xiao,Zhao, Peng,Zhou, You,Wu, Yan-Dong,Cui, Yan-Fang,Wu, An-Xin
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supporting information
p. 8134 - 8137
(2019/07/15)
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- Preparation method of thiadiazole containing aryl group and alkyl group
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The invention discloses a preparation method of thiadiazole containing an aryl group and an alkyl group. Methyl ketone, p-toluenesulfonhydrazide and potassium thiocyanate which are used as a substrateundergo a three-component one-pot reaction in DMSO used
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Paragraph 0025-0029
(2019/08/30)
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- Perylenequinonoid-Catalyzed [4 + 1] and [4 + 2] Annulations of Azoalkenes: Photocatalytic Access to 1,2,3-Thiadiazole/1,4,5,6-Tetrahydropyridazine Derivatives
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Nitrogen-containing heterocycles are especially considered "privileged" structural scaffolds for the development of new drugs. However, traditional methods of organic synthesis are mainly based on thermal cycloaddition reaction; thus, the exploration of n
- Zhang, Yan,Cao, Yuan,Lu, Liushen,Zhang, Shiwei,Bao, Wenhao,Huang, Shuping,Rao, Yijian
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p. 7711 - 7721
(2019/06/17)
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- Metal- and Oxidant-free Electrosynthesis of 1,2,3-Thiadiazoles from Element Sulfur and N-tosyl Hydrazones
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A metal- and oxidant-free electrochemical method for synthesizing 1,2,3-thiadiazoles by inserting element sulfur into N-tosyl hydrazones is reported. This electrochemical transformation engages electrons as reagents to achieve redox processes, and avoid e
- Mo, Shi-Kun,Teng, Qing-Hu,Pan, Ying-Ming,Tang, Hai-Tao
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supporting information
p. 1756 - 1760
(2019/02/24)
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- Cascade Trisulfur Radical Anion (S3?-) Addition/Electron Detosylation Process for the Synthesis of 1,2,3-Thiadiazoles and Isothiazoles
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Trisulfur radical anion (S3?-) mediated reactions with in situ formed azoalkenes and α,β-usaturated N-sulfonylimines for the construction of 1,2,3-thiadiazoles and isothiazoles has been developed. S3?- is in situ generated from potassium sulfide in DMF. These two approaches provide a new, safe, and simple way to construct 4-subsituted 1,2,3-thiadiazoles, 5-subsituted 1,2,3-thiadiazoles, and isothiazole in good yields. The reactions include the formation of the new C-S and N-S bonds via S3?- addition and electron detosylation under mild conditions.
- Liu, Bei-Bei,Bai, Hui-Wen,Liu, Huan,Wang, Shun-Yi,Ji, Shun-Jun
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p. 10281 - 10288
(2018/07/25)
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- Stereochemistry and mechanistic insights in the [2t + 2i + 2i] annulations of thioketenes and imines
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Stereochemical models and mechanistic insights are proposed for [2t + 2i + 2i] annulations of thioketenes and imines on the basis of experimental and computational investigations. In the [2t + 2i + 2
- He, Wei,Zhuang, Junpeng,Du, Hongguang,Yang, Zhanhui,Xu, Jiaxi
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p. 9424 - 9432
(2017/11/22)
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- Coupled Flavin-Iodine Redox Organocatalysts: Aerobic Oxidative Transformation from N-Tosylhydrazones to 1,2,3-Thiadiazoles
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A bioinspired two-component redox organocatalyst system using 1,10-bridged flavinium and NH4I was developed to perform environmentally friendly aerobic oxidative ring formation of 1,2,3-thiadiazoles from N-tosylhydrazones and sulfur. The redox
- Ishikawa, Tatsuro,Kimura, Maasa,Kumoi, Takuma,Iida, Hiroki
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p. 4986 - 4989
(2017/08/17)
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- TBAI-Catalyzed Reaction between N-Tosylhydrazones and Sulfur: A Procedure toward 1,2,3-Thiadiazole
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A TBAI-catalyzed reaction between N-tosyl hydrazone and sulfur was developed, leading to 1,2,3-thiadiazoles in moderate to good yields. It represents a facile and practical procedure to access thiadiazole under metal-free conditions. This procedure serves
- Chen, Jiangfei,Jiang, Yan,Yu, Jin-Tao,Cheng, Jiang
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p. 271 - 275
(2016/01/15)
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- Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles
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A convenient synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles was achieved using an ionic liquid as a novel soluble support. Ionic liquid-supported sulfonyl hydrazine was synthesized and reacted with a number of ketones to afford the corresponding ionic liquid-supported hydrazones that were converted to 1,2,3-thiadiazoles in the presence of thionyl chloride. The reaction of ionic liquid-supported hydrazones with selenium dioxide in acetonitrile afforded 1,2,3-selenadiazoles. The advantages of this methodology were the ease of workup, simple reaction conditions, and high purity.
- Kumar, Anil,Muthyala, Manoj Kumar,Choudhary, Sunita,Tiwari, Rakesh K.,Parang, Keykavous
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p. 9391 - 9396,6
(2012/12/11)
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- Formation of reagent-selective products from 2-(4,5-dihydrothi- azol-2-ylthio)-1-arylethanone with different nucleophiles
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The reactions of 2-(4,5-dihydrothiazol-2-ylthio)-1-arylethanone with different nucleophiles including semicarbazide hydrochloride, hydroxylamine hydrochloride, hydrazine, ethylenediamine and aminoethanol have been investigated, and the formation of a variety of products with different reagents is highlighted.
- Saravanan,Mohan,Muthusubramanian
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experimental part
p. 71 - 84
(2011/12/05)
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- Synthesis and properties of alkynethiolate gold(i) complexes
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A series of alkynethiolate gold(i) derivatives have been synthesised by the cleavage of 4-monosubstituted 1,2,3-thiadiazoles in the presence of strong bases. The syntheses of the 1,2,3-thiadiazoles with p-cyanophenyl, p-tolyl, 2-thienyl, 3-thienyl and 9,9-dimethylfluoren-2-yl fragments are also described. All the complexes have been characterised by spectroscopic techniques and the complexes [Au(p-CH3-C6H4-CC-S)PPh3], [Au(3-C4H3S-CC-S)PPh3] and PPN[Au(p-CH 3-C6H4-CC-S)(C6F5)] by X-ray analysis. The electrochemically polymerizable mononuclear bis(alkynethiolate) gold(i) complex PPN[Au(3-C4H3S-CC-S) 2] is also described, including its electropolymerization and electrochemical properties. This journal is The Royal Society of Chemistry.
- Lardies, Nora,Romeo, Inocencio,Cerrada, Elena,Laguna, Mariano,Skabara, Peter J.
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p. 5329 - 5338
(2008/03/18)
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- Electrosynthesis of (E)-Ethenyl-O-ethyl-thiocarbonates
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Electrochemical reductions of 4-aryl- and 4,5-diaryl-1,2,3-thiadiazols (1-5) in acetonitrile/0,1 M tetraalkylammonium-supporting-electrolyte at Hg-cathodes in the presence of ethylchloroformiate (CAE) yield (E)-S-(2-aryl) ethenyl- and S-(1,2-diaryl)etheny
- Hess, U.,Schulze, M.
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p. 901 - 908
(2007/10/02)
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- Synthesis and platelet aggregation inhibitory activity of 4,5-bis(substituted)-1,2,3-thiadiazoles
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Routine screening of compounds for inhibition of collagen-induced platelet aggregation in vitro revealed 4,5-bis-(4-methoxyphenyl)-1,2,3-thiadiazole was active and it represents the first example of a 1,2,3-thiadiazole with possible antithrombotic activit
- Thomas,Nishizawa,Zimmermann,Williams
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p. 442 - 446
(2007/10/02)
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- Kinetics and Mechanism of the Reaction of Thionyl Chloride with Substituted Acetophenone Semicarbazones. The Synthesis of 1,2,3-Thiadiazoles
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The reaction of thionyl chloride with a series of para-substituted acetophenone semicarbazones, which gives 1,2,3-thiadiazoles, involved an electrophilic attack.The rates correlated with the substituent ?+ constants and gave a Hammett ρ value o
- Butler, Richard N.,O'Donoghue, Denis A.
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p. 1223 - 1228
(2007/10/02)
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- Substituted-1,2,3-thiadiazole-safening agents
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The invention relates to the safening of crop plants to the use of herbicides utilizing a substituted-1,2,3-thiadiazole or composition containing such compounds to reduce the herbicidal injury to treated crop plants. The invention is also concerned with novel compositions which comprise an acetanilide herbicide and a substituted-1,2,3-thiadiazole.
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