摘要
以2-氨基-5-氟苯甲酸为起始原料,与醋酐酰化关环制得6-氟-2-甲基噁嗪-4-酮(1); 1在80%水合肼中回流反应制得6-氟-2-甲基-3-氨基-4(3H)-喹唑啉酮(2); 2分别与羟基芳醛和杂环芳醛反应合成了6个6-氟-4(3H)-喹唑啉酮类Schiff碱(3a~3f),其中3b~3f为新化合物,其结构经~1H NMR,~(13)C NMR,IR和元素分析表征。采用琼脂扩散法研究了3a~3f对大肠杆菌、金黄色葡萄球菌和枯草杆菌的抑制活性。结果表明:用药浓度为400μg·mL~(-1)时,3a~3f对受试菌种均有一定的抑制活性,其中6-氟-2-甲基-3-(4-吡咯苯亚甲氨基)-4(3H)-喹唑啉酮(3c)抑菌活性最强,对大肠杆菌和枯草杆菌的抑菌圈直径分别为9. 38 mm和9. 00 mm。
3-Amino-6-fluoride-2-methyl-4( 3H)-quinazolinone( 2) was prepared by 80% N_2H_4·H_2O and 6-fluoride-2-methyl-3,1-benzoxazin-4-one,which was obtained using 5-fluoride-anthranilic acid as the raw material by cyclization with acetic anhydride. Six 6-fluoride-4( 3H)-quinazolinone Schiff bases( 3a ~ 3f) were synthesized by the reaction of 2 with hydroxyl/heterocyclicaromaticaldehyde. Among them,3b ~ 3f were new compounds. The structures were characterized by1 H NMR,13 C NMR IR,and elementary analysis. The preliminary antibacterial activities of 3a ~ 3f against Escherichia coli,Staphylococcus aureus and Bacillus subtilis were investigated by agar diffusion method. The results showed that3 a ~ 3f exhibited certain antibacterial activities with concentration of 400 μg·m L~(-1) and 6-fluoride-2-methyl-(( 4-pyrryl) methylene amimo)-4( 3H)-quinazolinone( 3c) produced 9. 38 mm and 9. 00 mminbibition zone diameters against Escherichia coli and Bacillus subtilis,respectively.
引文
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