2-氨基(芳氧基)-3-对甲基苯基噻吩并[3',2':5,6]吡啶并[4,3-d]嘧啶-4(3H)-酮的合成和生物活性

Synthesis and Fungicidal Activities of 2-(Amino/acetoxy)-3-(4-methylphenyl)-thieno[3',2':5,6]pyrido[4,3-d]-pyrimidin-4(3H)-one Derivatives

用邻氨基噻吩腈与乙酰乙酸甲酯为原料,利用串联Aza-Wittig法合成了9个未见文献报道的噻吩并吡啶并嘧啶类化合物,通过IR,1H NMR,EI-MS,元素分析等方法对所合成的化合物进行了结构表征,并初步测定了所合成化合物的杀菌活性.生测结果表明:此类化合物对棉花枯萎(Fusarium oxysporium)、水稻纹枯(Rhizoctonia solani)、小麦赤霉(Gibberella zeae)、苹果轮纹菌(Dothiorella gregaria)、棉花炭疽菌(Colletotrichum gossypii)等5种菌均有一定的抑制活性.其中对苹果轮纹菌抑制活性最好,在浓度为5.0×10-5g/mL时抑制率为31.80%～82.84%.

A novel facile synthetic method for thienopyridine derivatives was proposed via the reaction of 2-amino-thiophenes with acetoacetic ester and tin tetrachloride under heating. A series of new 2-（amino/ acetoxy）-3-（4-methylphenyl）-thieno[3＇,2＇：5,6]pyrido[4,3-d]pyrimidin-4（3H）-one derivatives had been de- signed and synthesized via an aza-Wittig reaction and structually confirmed by IR, IH NMR, EI-MS techniques, and elemental analysis. Their biological activities were also researched and many of them showed fungicidal activities against Fusarium oxysporium, Rhizoctonia solani, Gibberella zeae, Dothiorella gregaria and Colletotrichum gossypii to some extent. They exhibited 31.80%-82.84% inhibition against Dothiorella gregaria at 5.0X 10 ^-5 g/mL.