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
收稿日期: 2013-04-23
修回日期: 2013-05-28
网络出版日期: 2013-07-03
基金资助
国家自然科学青年基金(No. 21106069)、南京化工职业技术学院院级重点(No. NHKY-2013-2)资助项目
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
Received date: 2013-04-23
Revised date: 2013-05-28
Online published: 2013-07-03
Supported by
Project supported by the National Natural Science Foundation of China (No. 21106069) and the Key Program of Nanjing College of Chemical Technology (No. NHKY-2013-2).
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
孙宏顺 , 王建强 , 郭成 , 沈临江 . 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[J]. 有机化学, 2013 , 33(10) : 2220 -2225 . DOI: 10.6023/cjoc201304037
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 derivatives 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 was discussed. The structures of these compounds were characterized by 1H NMR, IR, MS and elemental analysis.
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