摘要
化合物Ⅰ可通过三步反应来合成。首先由等摩尔的肼、二硫化碳与碘甲烷在氢氧化钾存在下反应生成肼基二硫代甲酸甲酯Ⅱ ,Ⅱ与 2 乙酰嘧啶反应得到中间体Ⅲ ,Ⅲ与 1 (2 吡啶基 )哌嗪反应得到产品Ⅰ ,总收率为 16%。中间体 2 乙酰基嘧啶采用新方法合成。将2 氯嘧啶与略过量的氰化钾在四乙基氯化铵相转移催化剂存在下 ,反应得到 2 7%的 2 氰基嘧啶 ,2 氰基嘧啶与甲基碘化镁反应制得 2 乙酰基嘧啶。化合物Ⅰ的结构经IR、NMR、元素分析证明。该化合物经体外检测 。
The title compound Ⅰis a new compound with bioactivities. It was synthesized through three steps. First step, the hydrazine, carbondisulfide and methyl iodide, in equal molar ratio, react in the presence of potassium hydroxide and below 10℃ to form methyl hydrazinecarbodithioate(Ⅱ) with 45% yield. Second, the Ⅱ reacts with 2\|acetopyrimidine in isopropanol at room temperature for 24 h to form compound Ⅲ with 54% yield. The third step, the compound Ⅲ refluxes with 1\|(2\|pyridinyl)piperazine in ethanol for 24 h to afford the title product Ⅰ with 66% yield. The intermediate 2\|acetopyrimidine was synthesized by a new method, in which, the 2\|chloropyrimidine reacts with slightly excess potassium cyanide in presence of a phase\|tranfer catalyst, tetraethyl ammomia chloride, and DMF containing some water at 90 ℃ for 48 h to afford 2\|cyanopyrimidine. The solution of 2\|cyanopyrimidine in benzene reacts with a solution of methyl magnesium iodide in ether at room temperature to form 2\|acetylpyrimidine. The structure of compound Ⅰwas confirmed by IR,HNMR and elemental analysis. Its anti\|cancer activity has been investigated in vitro. The results show that it has excellent anti\|cancer activity.
出处
《浙江工业大学学报》
CAS
2000年第2期134-137,共4页
Journal of Zhejiang University of Technology
基金
美国CHEMPACIFIC公司自然科学基金项目 !( 980 0 0 2 )
关键词
抗癌药
缩胺硫脲
2-乙酰嘧啶
有机合成
anticancer medicine
thiosemicabazone
2\|acetopyrimidine
organic synthesis
