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Synthesis of some novel 4-amino-4H-1,2,4-triazole-3-thiol derivatives
Journal of the Iranian Chemical Society ( IF 2.4 ) Pub Date : 2024-03-25 , DOI: 10.1007/s13738-024-02997-w
Mai M. Khalaf , Hany M. Abd El-Lateef , Amer Anwar Amer , Amr Hassan Moustafa

A novel series of pyrazolyl[1,2,4]triazoles has been synthesized by the reaction of polyfunctionalized-triazole 1 with symmetric and asymmetric β-dicarbonyl compounds in ortho-phosphoric acid. Also, we found that the reaction between triazole 1 and arylidene malononitriles in DMF afforded Schiff base compounds 9a,b instead of the target pyrazolyl[1,2,4]triazole 8a,b. The same products 9a,b were synthesized via the reaction of triazole 1 with the corresponding aromatic aldehydes. Moreover, a new series of 6-methyl-6-aryl-5,6-dihydro[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine-3-thiol 11a,b and 9-amino-5-methyl-3,5-diphenyl-8-sulfanyl-2,4,5,9-tetrahydro-3H-[1,2,4]triazolo[5,1-c][1,2,4]triazepin-3-ol 12a has been successfully synthesized by the reaction of triazoles 1 with acetophenone derivatives.

Graphical abstract



中文翻译:

一些新型4-氨基-4H-1,2,4-三唑-3-硫醇衍生物的合成

通过多官能化三唑1与对称和不对称β-二羰基化合物在磷酸中反应合成了一系列新型吡唑基[1,2,4]三唑。此外,我们发现三唑1与亚芳基丙二腈在 DMF 中反应得到希夫碱化合物9a,b而不是目标吡唑基[1,2,4]三唑8a,b。通过三唑1与相应的芳香醛反应合成了相同的产物9a、b 。此外,一系列新的6-甲基-6-芳基-5,6-二氢[1,2,4]三唑并[4,3- b ][1,2,4,5]四嗪-3-硫醇11a, b和 9-氨基-5-甲基-3,5-二苯基-8-硫基-2,4,5,9-四氢-3 H- [1,2,4]三唑并[5,1- c ][1通过三唑1与苯乙酮衍生物的反应,成功合成了[,2,4]triazepin-3-ol 12a

图形概要

更新日期:2024-03-25
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