磺酰甘脲的合成工艺研究

Synthesis Process of Sulfonyl Glycoluril

为开发活性更强的甘脲类似物,进而扩大葫芦脲家族化合物的应用范围。以4,5-二羟基咪唑啉-2-酮、磺酰胺为原料合成了四氢-1H-咪唑并[4,5-c][1,2,5]噻二唑-5(3H)-酮-2,2-二氧化物(标题化合物),考察了不同反应条件对产物产率的影响。并通过^(1)HNMR、MS、IR对目标产物的结构进行了表征。研究表明,最佳合成工艺为:n(4,5-二羟基咪唑啉-2-酮)∶n(磺酰胺)=1.1∶1、pH 5.5、反应温度为65℃、反应时间1.5 h,产率可达63.9%,与文献数据相比提高近10%,可为进一步设计和合成具有磺酰苷脲单元的葫芦脲类似物提供重要依据。

In order to develop more active glycoluril analogs,and further expand the application range of cucurbituril family compounds,title compound tetrahydro-1H-imidazo[4,5-c][1,2,5]thiadiazol-5(3H)-one 2,2-dioxide was synthesized by the reaction of 4,5-dihydroxyimidazolin-2-one and sulfuric diamide,and optimized the reaction process conditions.The structure of the target product was confirmed by^(1)HNMR,MS and IR.The optimal synthesis process was:the ratio of the amount of 4,5-dihydroxyimidazolin-2-one to sulfuric diamide was 1.1∶1,the pH was 5.5,the reaction temperature was 65℃,and the reaction time was 1.5 h.The yield was increased to 63.9%,which was nearly 10%higher than the literature data.It can provide an important basis for the further design and synthesis of cucurbituril analogs with sulfonylurea units.