本文選題：吲哚二酮　切入點：噻唑　出處：《湖南科技大學》2017年碩士論文

【摘要】：吲哚二酮類化合物和噻唑類化合物是受許多科研工作者青睞的雜環(huán)化合物,醫(yī)用藥物領域里的不少具有生物活性的藥物分子中都存在著這兩種結構,帶有這兩類基團的化合物一般都具有良好的生物活性,譬如抗真菌,抗癌,抗腫瘤,抗抑郁以及消炎等。本論文設計并合成了一系列含噻唑環(huán)吲哚-2-酮新型衍生物。運用了IR、MS、~1HNMR和13CNMR等現代光譜技術分析手段對該系列化合物的結構進行了表征。本研究的主要研究成果如下:一、采用改進方法以吲哚二酮與取代氯化芐反應生成中間產物1-取代-吲哚-2,3-二酮1,再用中間產物1-取代-吲哚-2,3-二酮1與硫代氨基脲反應生成中間產物1-取代-吲哚-2,3-二酮縮氨基硫脲2。二、利用已合成的中間產物1-取代-吲哚-2,3-二酮縮氨基硫脲2與2-溴苯乙酮在以冰乙酸為催化劑的條件下反應成環(huán)得到目標產物1-取代-3-(5-苯基噻唑-2-基)亞聯(lián)氨基吲哚-2-酮3,最后對合成條件進行了優(yōu)化,得到了較優(yōu)的合成條件為:間產物2與2-溴苯乙酮比例為1;1.3時,C2H5OH為溶劑,體系溫度為60℃,反應時間5.5h,催化劑為冰乙酸。三、利用中間產物1-取代-吲哚-2,3-二酮縮氨基硫脲2與2-氯乙酰乙酸乙酯在以冰乙酸為催化劑的條件下反應成環(huán),得到目標產物1-取代-3-(4-甲基-5-乙氧甲酰基噻唑-2-基)亞聯(lián)氨基吲哚-2-酮4,最后對合成條件進行了優(yōu)化,得到了較優(yōu)的合成條件。以中間產物2與2-氯乙酰乙酸乙酯比例為1;1.3時,C2H5OH為溶劑,體系溫度為70℃,反應用時6.5h,催化劑為冰乙酸。
[Abstract]:Indole diketones and thiazoles are heterocyclic compounds favored by many researchers, and many bioactive drug molecules in the field of medical medicine have these two structures. Compounds with these two groups generally have good biological activities, such as antifungal, anticancer, anti-tumor, In this paper, a series of novel derivatives containing thiazolidocycloindole-2-one were designed and synthesized. The structures of these compounds were characterized by modern spectroscopic techniques such as 1H NMR and 13CNMR. The main research results are as follows: 1. The intermediate product 1- substituted indole-2o 3-dione was synthesized by the reaction of indole diketone with substituted benzyl chloride, and the intermediate product 1-substituted-2-indole-2-diketone 1 was reacted with thiosinicarbazone to form the intermediate product 1-substituted-Indole-indandione. 3-diketone thiosemicarbazone. The target product 1-substituted-3-phenylthiazolyl) was synthesized by the reaction of 1-substituted-indole-2-2-diketone thiosemicarbazone with 2-bromoacetophenone in the presence of glacial acetic acid as catalyst. Finally, the synthesis conditions were optimized. The optimum synthesis conditions were obtained as follows: when the ratio of mesophosphate 2 and 2-bromoacetophenone was 1o 1.3, C _ 2H _ 5OH was used as solvent, the system temperature was 60 鈩，

本文編號：1674042