2-氨基噻吩并[2,3-d]嘧啶-4(3H)-酮衍生物的合成  

Synthesis of 2-Amino-thieno[2,3-d]pyrimidin-4(3H)-ones

作　　者：胡扬根[1] 吕茂云[1] 宋鹤丽[1] 丁明武[1] 

机构地区：[1]华中师范大学化学学院教育部农药与化学生物学重点实验室

出　　处：《有机化学》2005年第3期295-298,共4页Chinese Journal of Organic Chemistry

基　　金：国家重点基础研究发展规划(Nos.2003CB114400;2003CB114406);国家自然科学基金(No.20102001)资助项目.

摘　　要：丁醛(1)、氰乙酸乙酯、硫磺在三乙胺作用下制得2-氨基-4-乙基噻吩-3-羧酸乙酯(2),2再与三苯基膦、六氯乙烷及三乙胺反应,以84%的产率得到膦亚胺3.应用膦亚胺3与芳基异氰酸酯的氮杂Wittig反应,生成的碳二亚胺4,再与仲胺作用得到中间体5,而后在醇钠的催化下关环制得2-二烷氨基噻吩并[2,3-d]嘧啶-4(3H)-酮衍生物6,产率为58%～82%.Ethyl 2-amino-4-ethylthiophene-3-carboxylate (2), obtained from reaction of butyraldehyde (1), ethyl cyanoacetate, sulfur and triethylamine, reacted with triphenylphosphine, hexachloroethane and triethylamine to give iminophosphorane 3 in 84% yield. Further aza-Wittig reactions of iminophosphorane 3 with aromatic isocyanates gave the carbodiimides 4, which were reacted with secondary amines to give 2-dialkylamino-thieno[2,3-d]pyrimidin-4(3H)-ones 6 in the presence of catalytic amounts of EtO-Na+ in 58%similar to 82% yields.

关 键 词：噻吩 氨基 三乙胺 丁醛 乙酯 衍生物 产率 嘧啶 氮杂WITTIG反应 亚胺 

分 类 号：O626[理学—有机化学] TQ225[理学—化学]