论文部分内容阅读
报道了一种1-(1-乙基-1H-5-吲哚基)-2-苯基-1,2-二酮与氨基胍碳酸氢盐缩合生成互为同分异构体的两种1,2,4-三嗪的反应,并通过运用目标定向合成和核磁的方法,研究了1,2-二酮苯环上不同取代基对反应产品比例的影响.反应总收率为40%~81%,且当不对称1,2-二酮苯环上无取代基时,其生成的同分异构体6-(1-乙基-1H-5-吲哚基)-5-苯基-3-氨基-1,2,4-三嗪(2a)和5-(1-乙基-1H-5-吲哚基)-6-苯基-3-氨基-1,2,4-三嗪(4a)比例为40∶60;当苯环上取代基为吸电子基时,6-(1-乙基-1H-5-吲哚基)-5-(4-硝基苯基)-3-氨基-1,2,4-三嗪(2b)和5-(1-乙基-1H-5-吲哚基)-6-(4-硝基苯基)-3-氨基-1,2,4-三嗪(4b)比例为63∶37;当苯环上取代基为供电子基时,绝大部分生成2系列构型结构.
Reported the condensation of 1- (1-ethyl-1H-5-indolyl) -2-phenyl-1,2-dione with aminoguanidine bicarbonate to produce two isomers 1,2,4-triazine, and the effect of different substituents on the 1,2-diketone ring on the ratio of the reaction products was studied by using targeted-directed synthesis and NMR.The total yield of the reaction was 40% ~ 81%, and when the unsymmetrical 1,2-diketone ring has no substituents, the isomer 6- (1-ethyl-1H-5-indolyl) -5-benzene Amino-1,2,4-triazine (2a) and 5- (1-ethyl-1H-5-indolyl) -6-phenyl-3-amino-1,2,4- The ratio of triazine (4a) is 40:60; and when the substituent on the benzene ring is an electron-withdrawing group, 6- (1-ethyl-1H-5-indolyl) -5- Triazine (2b) and 5- (1-ethyl-1H-5-indolyl) -6- (4- nitrophenyl) , 2,4-triazine (4b) ratio of 63:37; when the benzene ring substituents for the electron-donor, most of the formation of 2 series of conformational structure.