4-(取代嘧啶-2-基)-1-芳磺酰基氨基脲化合物的合成与表征有机化学.pdfVIP

2005 年第 25 卷 有 机 化 学 Vol. 25, 2005 第 9 期, 1057～1061 Chinese Journal of Organic Chemistry No. 9, 1057～1061 ·研究论文· 4-(取代嘧啶-2-基)-1-芳磺酰基氨基脲化合物的合成与表征 * 李鹏飞 王宝雷 马 宁 王素华 李正名 (南开大学元素有机化学研究所 元素有机化学国家重点实验室 天津 300071) 摘要 以取代的苯磺酰肼与(取代嘧 -2-基)-氨基甲酸苯酯在非亲核性碱存在下合成了 12 个 4-(取代嘧 -2-基)-1-芳磺 酰基氨基脲化合物 5 和 3 个 5 与碱形成的有机盐 5as, 5bs 和 5cs. 所有合成化合物均经过元素分析和 1H NMR 的结构确 证. 1H NMR 数据证明, 在 5as～5cs 中, 磺酰氨基脲起到提供质子的作用. 关键词 磺酰氨基脲; 合成; 有机盐 Synthesis and Characterization of New 4-(Substituted pyrimidin-2-yl)- 1-(substituted benzenesulfonyl)semicarbazides LI, Peng-Fei WANG, Bao-Lei MA, Ning WANG, Su-Hua LI, Zheng-Ming* (State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry , Nankai University, Tianjin 300071) Abstract Nucleophilic reaction of phenyl (substituted pyrimidin-2-yl)-carbamate with benzenesulfonyl hydrazine in the presence of DBU or DABCO afforded the title compounds 4-(substituted pyrimidin-2-yl)-1- (substituted benzenesulfonyl)semicarbazides 5. Three organic salts 5as～5cs formed from 5 and DBU or 1 DABCO were also obtained. Structures of 5 and their salts were determined by elemental analysis and H 1 NMR spectra. The characteristic chemical shifts of H NMR of such salts were discussed. Keywords sulfonyl semicarbazide; synthesis; organic salt