Synthesis of Biologically Active [4-(4-Bromophenyl)-2-thiazolyl]hydrazones and their D-Galactose Derivatives
作者:El Sayed Ramadan
DOI:10.1002/cjoc.201090118
日期:——
Benzaldehyde [4‐(4‐bromophenyl)thiazol‐2‐yl]hydrazones 5a–5d were prepared by reacting the thiosemicarbazones 2a–2d with 2,4′‐dibromoacetophenone (1) in absolute ethanol. Acetylation of 5a and 5b with Ac2O/Py at room temperature gave the N‐acetyl derivatives 6a and 6b. 4‐Methyl‐2‐pentanone/cyclopentanone [4‐(4‐bromo‐phenyl)thiazol‐2‐yl]hydrazones (8a) and (8b) were similarly obtained from the reaction
苯甲醛[4-(4-溴苯基)噻唑-2-基]腙5A - 5D是由缩氨基硫脲反应而制备2A - 2d中与2,4'-二溴苯乙酮(1在无水乙醇)。在室温下用Ac 2 O / Py对5a和5b进行乙酰化,得到N乙酰基衍生物6a和6b。4-甲基-2-戊酮/环戊酮[4-(4-溴苯基)噻唑-2-基] hydr唑酮(8a)和(8b)相似地由1与硫代半脲酮7a和分别如图7b所示。的环化d半乳糖缩氨基硫脲(9)及其互变异构体10和11与1,得到非环状2- thiazolylhydrazone的平衡混合物12与其各自的环状半乳糖衍生物,一起13和14,其结构通过使用进行了研究1 H和13 1 H NMR谱。使用琼脂扩散技术在体外评估了合成的噻唑衍生物的抗菌活性,其中一些化合物显示出对白色念珠菌的潜在活性。