摘要
在药物发展中,噻(噁)二唑及三唑衍生物等因具有抗癌、抗痉挛、抗肺结核、抗高血压、消炎、除草和调节植物生长等广泛的生物活性,引起越来越多科学工作者的关注。
同时,微波作为一种新型的加热方式具有反应产率高,时间短,副反应少,易于分离提纯等优点,已引起广大化学工作者的极大兴趣。
鉴于不同活性杂环单元在同一分子中聚集能明显改善或增强化合物的生物活性这一特征,本文设计合成了一系列含有1,3,4-噻(噁)二唑和1,2,4-三唑单元的化合物,为新材料以及药物筛选工作提供了丰富的物质基础。
本论文主要工作
对1,3,4-噻(噁)二唑和1,2,4-三唑衍生物等合成及应用方面的进展情况做了较为系统的阐述,简单介绍了微波在有机合成中的应用。
1采用微波辐射法合成了一系列未见报道的含有1,2,3-三唑基的双酰基硫脲化合物。通过与常规方法相比,微波具有反应时间短,反应产率高,副反应少,易于提纯处理等优点;
2合成了一系列未见报道的N-(5-对氯苯氧甲基-1,3,4-噻二唑-2-基)-S-(4-苯基-5-苯氧甲基-1,2,4-三唑-3-基)巯乙酰胺,通过X-射线单晶衍射法测定了化合物4i和4k的单晶结构;
3合成了一系列未见报道的双噁二唑类化合物,并对这些化合物进行了紫外光谱分析。
With the development of drugs, many chemical workers were interested in thia/oxadiazole and triazole which were indentified as anti-cancer, anti-convulsant, anti-mycobacterial, anti-hypertension, anti-inflammatory, herbicidal and growth hormone biological compounds.
In the same time, many chemical workers were interested in the latest research which approved that microwave as a novel heating mode had many merits with excellent yield, short time, simple operation, less secondary reaction and easily separated and purified. In order to realize combination of multiform active ingredients, a series of novel compounds of 1,3,4-thia/oxadiazole and 1,2,4-triazole were designed and synthesised. It extended the research field of such compounds and provided abundant leading compounds for later selecting work of biological compounds and materials.
The major accomplishments of this treatise
The progress in application and synthesis of 1,3,4-thiadiazole, 1,3,4-oxadiazole and 1,2,4-triazole, the application of microwave in organic synthesis were systematic exposition.
1 A series of unreported diacyl thioureas containing 1,2,3-triazoley have been synthesized by means of microwave irradiation method. After comparison, it was found that the process under microwave irradiation had many merits with excellent yield, short time, simple operation, less secondary reaction and easily separated and purified.
2 A series of unreported N-(5-p-chloro-phenoxymethyl-1,3,4-thiadiaol-2-yl)-S-(4-phenyl -5-phenoxymethyl-1,2,4-triazole-3-yl) mercapto acetamide have been synthesized. Its intermediate 4k and 4i crystal structure were determined by the X-ray diffraction.
3 A series of unreported bis-1,3,4-oxadiazoles have been synthesized, the UV absorption properties were also studied.
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