2-硝基咪唑是一种重要的医药中间体,可用于合成多种抗癌药物,通过对其结构进行修饰,有望开发新型活性药物分子。以2-氨基嘧啶和3-溴丙酮酸乙酯为起始原料,经过缩合环化、肼解、氧化和取代合成了一系列1-烷基-2-硝基-1 H-咪唑-5-甲酸乙酯...2-硝基咪唑是一种重要的医药中间体,可用于合成多种抗癌药物,通过对其结构进行修饰,有望开发新型活性药物分子。以2-氨基嘧啶和3-溴丙酮酸乙酯为起始原料,经过缩合环化、肼解、氧化和取代合成了一系列1-烷基-2-硝基-1 H-咪唑-5-甲酸乙酯(7a~7d)及其同分异构体1-烷基-2-硝基-1 H-咪唑-4-甲酸乙酯(8a~8d),该方法克服了传统合成路线中氮原子上取代基仅为甲基的局限性。研究不同取代基对2种异构体比例的影响,结果表明:随着取代基团的给电子能力增强,更加有利于化合物7的生成。所有合成化合物的结构都经过1 H NMR,13 C NMR和MS(ESI)确证或表征。展开更多
A series of 2 amino 3 cyano 4 aryl 4H benzochromenes were synehesized by the reaction of malononitrile and 1 naphthol with corresponding aromatic aldehydes in ethanol in the presence of piperidine as catalyst. The str...A series of 2 amino 3 cyano 4 aryl 4H benzochromenes were synehesized by the reaction of malononitrile and 1 naphthol with corresponding aromatic aldehydes in ethanol in the presence of piperidine as catalyst. The structures of all compounds obtained were characterized by elemental analysis, IR, 1H NMR and single crystal X ray diffractometry. X ray crystal structure analysis indicates compound 4b crystallizes in monoclinic, with space group C2/c, a = 2 422 1(6) nm , b = 0 901 6(2) nm , c = 1 700 3(5) nm , β =93 16(1)°, V = 3 707 4(15) nm 3 , Z =8, D c= 1 284 g/cm 3 , I≥2σ(I) =2 141, R = 0 043 2 , wR = 0 108 5 . Compared to other methods, this method has the advantages of simple operation and good yields.展开更多
文摘2-硝基咪唑是一种重要的医药中间体,可用于合成多种抗癌药物,通过对其结构进行修饰,有望开发新型活性药物分子。以2-氨基嘧啶和3-溴丙酮酸乙酯为起始原料,经过缩合环化、肼解、氧化和取代合成了一系列1-烷基-2-硝基-1 H-咪唑-5-甲酸乙酯(7a~7d)及其同分异构体1-烷基-2-硝基-1 H-咪唑-4-甲酸乙酯(8a~8d),该方法克服了传统合成路线中氮原子上取代基仅为甲基的局限性。研究不同取代基对2种异构体比例的影响,结果表明:随着取代基团的给电子能力增强,更加有利于化合物7的生成。所有合成化合物的结构都经过1 H NMR,13 C NMR和MS(ESI)确证或表征。
文摘A series of 2 amino 3 cyano 4 aryl 4H benzochromenes were synehesized by the reaction of malononitrile and 1 naphthol with corresponding aromatic aldehydes in ethanol in the presence of piperidine as catalyst. The structures of all compounds obtained were characterized by elemental analysis, IR, 1H NMR and single crystal X ray diffractometry. X ray crystal structure analysis indicates compound 4b crystallizes in monoclinic, with space group C2/c, a = 2 422 1(6) nm , b = 0 901 6(2) nm , c = 1 700 3(5) nm , β =93 16(1)°, V = 3 707 4(15) nm 3 , Z =8, D c= 1 284 g/cm 3 , I≥2σ(I) =2 141, R = 0 043 2 , wR = 0 108 5 . Compared to other methods, this method has the advantages of simple operation and good yields.
