Bis(<i>α</i>-bromo ketones): Versatile Precursors for Novel Bis(<i>s</i>-triazolo[3,4-<i>b</i>][1,3,4]thiadiazines) and Bis(thiazoles)
作者:Ahmed R. S. Ginidi、Mohamed R. Shaaban、Ahmad M. Farag、Ahmed H. M. Elwahy
DOI:10.1002/jhet.2223
日期:2015.9
A synthesis of novel bis(s‐triazolo[3,4‐b][1,3,4]thiadiazines) 4, 5, 6 in which the triazolothiadiazine is linked to the benzene core through the thiadiazine ring via phenoxymethyl spacers was reported. First attempt to synthesize 4, 5, 6 by the reaction of the appropriate bis(acetophenones) with 4‐amino‐3‐mercapto‐1,2,4‐triazole derivatives using an acidified acetic acid method were unsuccessful.
新颖二的合成(小号-三唑并[3,4- b ] [1,3,4]噻二嗪)4,5,6,其中triazolothiadiazine链接到核心苯通过所述噻二嗪环通过报道苯氧基甲基间隔物。以合成的第一次尝试4,5,6由适当的双(苯乙酮)的使用酸化的乙酸法4-氨基-3-巯基-1,2,4-三唑衍生物的反应是不成功的。在另一方面,相应的双反应(α -bromoketones)与4-氨基-3-巯基-1,2,4-三唑衍生物,得到4,5,6个单产良好。反应路径被假定为涉及S-烷基化,得到双(氨基三唑)的中间体,随后通过分子内环化缩合,得到4,5,6。相应的双(氨基三唑)中间体的成功分离为提出的机理提供了有力的证据。该新型双(噻唑)23,24,25,26,27,28,29,30,31,32,33,34,35,36,连接到烷基或芳基间隔物也可以通过适当的双反应来合成(溴乙酰基)的化合物12A,12B,12C和14,1