5-胺基-2-氧代-7-芳基-2,3,4,7-四氢-1,3-噻唑并[4,5-b]吡啶-6-甲酰胺类化合物的微波合成有机化学.pdfVIP

DOI: 10.6023/cjoc201304037 研究简报 有机化学 Chinese Journal of Organic Chemistry NOTE 5-胺基-2-氧代-7-芳基-2,3,4,7-四氢-1,3-噻唑并[4,5-b]吡啶-6- 甲酰胺类化合物的微波合成 孙宏顺a,b 王建强a 郭 成*,a 沈临江*,a (a 南京工业大学理学院 南京 211816) (b 南京化工职业技术学院化学工程系 南京 210048) 摘要 以芳亚甲基丙二腈、2,4-噻唑烷二酮和醋酸铵为原料, 在微波辐射条件下, 合成得到 5 种未见文献报道的 5-胺 基-2-氧代-7-芳基-2,3,4,7- 四氢-1,3-噻唑并[4,5-b]吡啶-6- 甲酰胺系列化合物. 发现微波辐射条件下与传统加热条件下所 得产物 5-胺基-2-氧代-7-芳基-2,3,4,7- 四氢-1,3-噻唑并[4,5-b]吡啶-6- 甲腈不同, 并对反应机理进行了探讨. 所有新化合 物结构均经 1H NMR, IR, MS 和元素分析确证. 关键词 2,4-噻唑烷二酮; 噻唑并[4,5-b]吡啶; 微波; 合成 Synthesis of 5-Amino-2-oxo-7-aryl-2,3,4,7-tetrahydro- 1,3-thiazolo[4,5-b]pyridine-6-carboxamide Derivatives under Microwave Irradiation Sun, Hongshuna,b Wang, Jianqianga Guo, Cheng*,a Shen, Linjiang*,a a ( Nanjing University of Technology, Nanjing 211816) b ( Nanjing College of Chemical Technology, Nanjing 210048) Abstract Five new 5-amino-2-oxo-7-aryl-2,3,4,7-tetrahydro-1,3-thiazolo[4,5-b]pyridine-6-carboxamide derivatives, which are different with the products of 5-amino-2-oxo-7-aryl-2,3,4,7-tetrahydro-1,3-thiazolo[4,5-b]pyridine-6-carbonitrile deriva- tives in the conventional heating conditions, were synthesized by using arylmethylene malononitrile, 2,4-thiazolidinedione and ammonium acetate in one-pot via microwave irradiation techniques. And the reaction mechanism