N-金刚烷基-N’-芳杂基二酰肼类化合物的合成

Synthesis of N-adamantyl-N’-arylheterodihydrazides

为了发现更多优良的金刚烷类抗病毒药物,设计、合成了3个新型N-金刚烷基-N’-芳杂基二酰肼类化合物3a^3c.以金刚烷甲酸和甲醇为原料,经过浓硫酸催化生成金刚烷甲酸甲酯(化合物1),金刚烷甲酸甲酯与水合肼通过酰化反应生成金刚烷甲酰肼(化合物2),所得金刚烷甲酰肼分别与四唑乙酰氯、2-呋喃甲酰氯及烟酰氯反应,得到目标化合物3a^3c.中间体和目标化合物的结构经ESI-MS确证.该系列化合物的合成为进一步研究金刚烷类抗病毒药物提供了理论依据.

In order to develop more excellent adamantane derivatives antiviral drugs,three new N-adamantyl-N’-arylheterocyclic diacylhydrazides( 3a ~ 3c) were designed and synthesized. Adamantanic formic acid methyl ester( compound 1) was synthesized from adamantanic formic acid and methanol by concentrated sulfuric acid as catalyst. Carbohydrazide adamantane( compound 2) was synthesized by acylation of compound 1 and hydrazine hydrate. The target compounds 3a^3c were obtained by the reaction of carbohydrazide adamantane with tetrazolium acetyl chloride,2-furanoyl chloride and nicotinyl chloride, respectively. The structures of intermediates and target compounds were confirmed by ESI-MS.The synthesis of the compounds provided a theoretical basis for further study of adamantane antiviral drugs.