50483-75-5Relevant academic research and scientific papers
An alternatively metal-free synthesis of 1,3,5-triazines or 1,2,4-thiadiazoles from benzyl chlorides and benzylamines mediated by elemental sulfur
Zhang, Yurong,Liu, Yafei,Zhang, Jun,Gu, Ren,Han, Shiqing
, (2019)
An elemental sulfur mediated reaction of benzyl chlorides with benzylamines is developed, which allows the practical synthesis of valuable 1,3,5-triazines. This protocol that is metal free, ligand free, and uses inexpensive elemental sulfur as oxidant or raw material displays mild reaction conditions, a broad substrate scope and moderate to good yields. Moreover, the modified sulfur-mediated reaction system can also be used to synthesize 1,2,4-thiadiazoles, by simply switching the stoichiometry of sulfur powder from 0.75 equivalents to 5 equivalents.
A copper-catalyzed approach for the synthesis of asymmetrical disubstituted 1,2,4-thiadiazoles via elemental sulfur-mediated decarboxylative redox cyclization
Liu, Yafei,Zhang, Yurong,Zhang, Jun,Hu, Liang,Han, Shiqing
, (2021/01/14)
The variety of asymmetrical disubstituted 1,2,4-thiadiazoles are smoothly prepared by copper-catalyzed approach, which employed arylacetic acids and amidines as substrates, and elemental sulfur to mediate decarboxylative redox cyclization. The advantages of this method are simple, efficient, and ligand-free. In addition, this method can provide products in moderate to good yields.
Method for synthesizing 1,2,4-thiadiazole derivative
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Paragraph 0113-0118, (2020/05/01)
The invention relates to a method for synthesizing a 1,2,4-thiadiazole derivative, and belongs to the technical field of chemical preparation. The method comprises the following steps: taking and dissolving a phenylacetic acid compound and a benzylamidine hydrochloride compound in an organic solvent according to a mass ratio of (1-2):1, adding a catalyst, an oxidant and an alkaline medium, and stirring at 130-140 DEG C for 18-24 h to react in order to obtain the 1,2,4-thiadiazole derivative; and cooling, extracting, drying, evaporating under reduced pressure to remove the solvent, and carryingout column chromatography to obtain the pure product. The method for synthesizing thiadiazole has the following advantages: (1) the reaction conditions are mild, the product selectivity is high, andthe substrate expansion range is wide; and (2) the used raw materials are low in price and cost, and the reaction operation is simple, safe and convenient.
One-pot synthesis of 3,5-disubstituted 1,2,4-thiadiazoles from nitriles and thioamides: Via I2-mediated oxidative formation of an N-S bond
Chai, Ling,Xu, Yuanqing,Ding, Tao,Fang, Xiaomin,Zhang, Wenkai,Wang, Yanpeng,Lu, Minghua,Xu, Hao,Yang, Xiaobo
, p. 8410 - 8417 (2017/10/19)
A simple and practical method for I2-mediated one-pot synthesis of 3-alkyl-5-aryl-1,2,4-thiadiazoles has been developed; the one-pot reaction includes sequential intermolecular addition of thioamides to nitriles, and intramolecular oxidative coupling of N-H and S-H bonds mediated by molecular iodine. Meanwhile the protocol uses readily available nitriles and thioamides as the starting materials, molecular iodine as the oxidant, and generates various 1,2,4-thiadiazoles in moderate to good yields with a wide array of functional groups. This method is an efficient approach for the synthesis of unsymmetrically disubstituted 1,2,4-thiadiazoles.
