501003-44-7Relevant academic research and scientific papers
Dual roles of substituted thiourea as reductant and ligand in CuAAC reaction
Wang, Siyu,Jia, Kai,Cheng, Jiajia,Chen, Yu,Yuan, Yaofeng
, p. 3717 - 3721 (2017)
A highly efficient catalytic system, CuSO4·5H2O/1-(4-methoxyphenyl)-3-phenylthiourea, for the copper(I)-catalyzed azide–alkyne cycloaddition reaction (CuAAC) was discovered. In the above catalytic system, substituted thiourea acts both as a reductant and a ligand. CuSO4·5H2O/1-(4-methoxyphenyl)-3-phenylthiourea is both an economical and efficient catalyst for the CuAAC reaction. In addition, the new catalytic system has advantageous features including mild and green reaction conditions, and broad substrate compatibility. A variety of 1,4-disubstituted 1,2,3-triazoles have been prepared with good to excellent yields with the CuSO4·5H2O/1-(4-methoxyphenyl)-3-phenylthiourea catalytic system in aqueous solution.
Synthesis of new Copper Catalyst with Pyrazole Based Tridentate Ligand and Study of Its Activity for Azide Alkyne Coupling
Rajeswari, Panneer Selvam,Nagarajan, Rajendran,P, Sujith K,Emmanuvel, Lourdusamy
supporting information, (2020/12/03)
Synthesis of new copper catalyst with pyrazole based tridentate ligand and study of its activity for azide alkyne coupling were investigated by researchers. To a solution of acetyl acetone (2.002 g, 20 mmol), 2- nitrophenylhydrazine in ethanol was added five drops of con. HCl and heated at 50° for 1 hour. After confirming the formation of 3, 5-dimethyl-1-(2-nitrophenyl)- 1H-pyrazole by TLC, ice cooled water was added in to the reaction mixture. The precipitate was filtered, washed with water and then hexane. The product formed as yellow precipitate, that precipitate had been filtered by normal filter paper. The product was recrystallized in ethanol. For synthesis, was suspended in 6 mL of deionized and stirred for 4 h until a clear solution was obtained in 50 ml round bottom flask Cu(OAc) 2. The reaction mixture was diluted with water, filtered, washed sequentially with water, methanol and n-hexane. Then dark greenish blue color crystal were formed and used for the reactions. The solid was crystallized in CH2Cl2 to get crystal whose structure was confirmed by single crystal XRD.
Method for synthesizing P-1,4- substituted triazole 1, 2, 3- in alkynylic acid (by machine translation)
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Paragraph 0093-0094, (2019/12/09)
The method comprises the following steps: adding water to a reaction bottle; adding water to 1,4 - the 1, 2, 3 - reaction flask; adding water; extracting with ethyl acetate; extracting with 1.2 ethyl acetate; 1.0 adding ethyl acetate; 0.05 drying the ethy
Preparation method for synthesizing 1,4-substituted 1,2,3-triazole from organic azide and terminal alkynes
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Paragraph 0072; 0073, (2019/12/25)
The invention belongs to the technical field of nitrogen-containing compound preparation, discloses a preparation method for synthesizing 1,4-substituted 1,2,3-triazole from organic azide and terminalalkynes, provides a method which is used for preparing
A method for preparing ionic liquid in 1, 2, 3 - triazole class is the compound of the method
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Paragraph 0034-0037, (2018/07/15)
The invention discloses a method for preparing 1, 2, 3-triazole type compounds in ion liquid. The method includes steps of firstly, dissolving CuSO4.5H2O in water under room temperature, adding Zn granules, dripping hydrochloric acid solution to dissolve excessive Zn, allowing for reaction until no bubbles are generated, filtering, and washing filter cake with hydrochloric acid to obtain nano-copper catalysts; secondly, adding the nano-copper catalysts into the ion liquid, adding end group alkyne compounds and trinitride, stirring under room temperature for reaction to separate out solids, adding appropriate amount of diethyl ether, filtering, washing filter cake to obtain nano-copper catalysts for recycling, and purifying filtrate to obtain the 1, 2, 3-triazole type compounds. The method has the advantages that the nano-copper catalysts are simple to prepare, low in use amount, efficient and recyclable, traditional organic solvents are replaced by the ion liquid, and the method is environmental friendly.
[bmim]PF6/KOH: A recyclable catalytic system for an azide–arylacetaldehyde [3 + 2] cycloaddition
Jiang, Yuqin,Wu, Kai,Tan, Xuxia,Zhang, Dandan,Dong, Wenpei,Li, Wei,Xu, Guiqing,Zhang, Weiwei
, p. 631 - 635 (2017/12/26)
A fast and green protocol for the synthesis of 1,4-disubstituted 1,2,3-triazoles from azides and arylacetaldehydes at room temperature was developed using [bmim]PF6/KOH as the reaction medium. It was found that the in situ-generated carbene fro
An efficient CuI/DBU-catalyzed one-pot protocol for synthesis of 1,4-disubstituted 1,2,3-triazoles
Jiang, Yuqin,Li, Xingfeng,Zhao, Yaru,Jia, Shuhong,Li, Mingrui,Zhao, Zhiqi,Zhang, Ruili,Li, Wei,Zhang, Weiwei
, p. 110102 - 110107 (2016/12/01)
A convenient CuI/DBU catalyzed one-pot method has been developed for the synthesis of 1,4-disubstituted 1,2,3-triazoles through the coupling of aryl iodides with sodium azide, followed by the intermolecular cyclization between the generated aryl azides and phenylacetaldehyde derivatives or alkynes in DMSO. The established protocol was compatible with a wide scope of substrates in good to excellent yields.
One-pot synthesis of 1,4-disubstituted 1,2,3-triazoles from nitrobenzenes
Zhao, Fen,Chen, Zhen,Xie, Kai,Yang, Rui,Jiang, Yu-Bo
, p. 109 - 113 (2016/01/25)
A facile synthesis of 1,4-disubstituted 1,2,3-triazoles was achieved from nitrobenzenes and terminal alkynes under mild conditions. The reactions were successful for nitrobenzenes and terminal alkynes bearing various functionalities, from which the 1,2,3-triazole derivatives were smoothly synthesized through a four-step one-pot sequence.
Novel Cu(0)-Fe3O4@SiO2/NH2cel as an Efficient and Sustainable Magnetic Catalyst for the Synthesis of 1,4-Disubstituted-1,2,3-triazoles and 2-Substituted-Benzothiazoles via One-Pot Strategy in Aqueous Media
Bhardwaj, Madhvi,Jamwal, Babita,Paul, Satya
, p. 629 - 644 (2016/02/26)
A novel, air stable, water dispersible and efficient magnetic catalyst based on copper nanoparticles onto ethylene diamine functionalized inorganic/organic composite [Cu(0)-Fe3O4@SiO2/NH2cel] has been prepared. Functionalization of inorganic/organic composite by ethylene diamine imparts desirable chemical functionality and enables the generation of active sites for the immobilization of Cu(0) nanoparticles. The novel catalyst system has been well characterized by various techniques like FTIR, TGA, XRD, SEM, HRTEM, EDX, ICP-AES, UV-Vis and VSM. Further, Cu(0)-Fe3O4@SiO2/NH2cel opens up a new avenue to introduce a very useful and efficient catalytic system for the one-pot synthesis of 1,4-disubstituted-1,2,3-triazoles via 1,3-dipolar cycloaddition of terminal acetylenes to azides, generated in situ from anilines in water at room temperature, and one-pot three component reaction of 2-iodoaniline, aldehyde and thiourea as sulphur source for the synthesis of 2-substituted-benzothiazole derivatives in water. The novel heterogeneous magnetic catalyst offers recyclability without significant deterioration in catalytic activity and can be easily recovered using an external magnet, thus making it eco-friendly and economical to perform the desired transformations.
