新型2-氨基噻吩并[2,3-d]嘧啶-4(3H)-酮衍生物的合成与杀菌活性  

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

作　　者：王科伟[1] 樊月琴[1] 贾治芳[1] 谢海[1] 孟双明[1] 郭永[1] 冯锋[1] 

机构地区：[1]山西大同大学化学与化工学院,山西大同037009

出　　处：《山西大同大学学报（自然科学版）》2012年第2期32-35,共4页Journal of Shanxi Datong University(Natural Science Edition)

基　　金：山西省自然科学基金[NO:2010011018];山西大同大学青年科学研究项目[2011Q10]

摘　　要：以四甲基哌啶酮为底物,合成一系列噻吩并嘧啶酮衍生物,该方法应用膦亚胺4与芳基异氰酸酯的氮杂wittig反应,得到的碳二亚胺5再与仲胺反应。以72%～81%的总产率合成了8种未见文献报道的2-二烷氨基噻吩并[2,3-d]嘧啶-4(3H)-酮衍生物7a～7h。其结构经1H NMR、13C NMR和元素分析表征。初步生物活性测试结果表明,部分7表现出一定的抑菌活性,其中7f在浓度为5×10-5 g/L时,对黄瓜灰毒菌的抑制率达到71%。A series of 2-dialkylamino-thieno [2,3-d]pyrimidin-4 （3H）-ones were synthesized with 2,2, J,6-Tetraraethyl--4- piper/done as the substrate. Eight unreported 2-dialkylamino- thieno[2,3-d]pyrimidin-4（3H）-ones 7a-7h were synthesized in 72%- 85% yields by aza-Wittig reaction of iminophosphorane 4 with aromatic isocyanates give the carbodiimide 5, which were reacted with secondary amines in presence of catalytic EtONa. The structure of 7a-7h were confirmed by JH NMR, 13C NMR, elementary analysis. The preliminary biological activity tests that 7 exhibited some fungicidal activities and 7f provided 71% inhibition activity against Botrytis ciereapers at 5×10^-5 g/L.

关 键 词：四甲基哌啶酮 噻吩并[2 3-d]嘧啶-4(3H)-酮 氮杂WITTIG反应 抑菌活性 

分 类 号：TQ560.7[化学工程—炸药化工] O626[理学—有机化学]