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

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%。

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

A series of 2-dialkylamino-thienopyrimidin-4(3H)-ones were synthesized with 2,2,6,6-Tetramethyl-4-piperidone as the substrate.Eight unreported 2-dialkylamino-thienopyrimidin-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 1H 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-1.