2-{[(2-氯-6-氟苯基)氨基]-5-甲基苯基}乙酸的合成及其体外抗肿瘤活性

Synthesis and anticamcer activity in vitro of 2-{[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid

目的研究2-{[(2-氯-6-氟苯基)氨基]-5-甲基苯基}乙酸(1)的合成方法。方法以对甲苯胺和氯乙酰氯为原料经酰胺化、醚化、Smiles重排、氯乙酰化、环合和水解制得最终产物1。结果标题化合物经元素分析、红外光谱、核磁共振氢谱、核磁共振碳谱和质谱确证,且各中间体经红外光谱、核磁共振氢谱表征。结论该合成路线实际可行,适合规模化工业生产,总收率66%。

Objective Synthesis of 2-t[(2-Chloro-6-fluorophenyl)amino]-5-methylphenyl I acetic acid(1)was studied.Method p-Methylaniline and chloroacetic chloride as starting material were subjected by amidation,etherification,Smiles rearrangement,chloroacetylation,cyclization and hydrolysis to afford title compound 1.Result The chemical structure of final product 1 was characterized with elemental analysis,IR,^1H-NMR,^13C-NMR as well as MS data,and the intermediates were confirmed with IR and^1H-NMR.Conclusion The improved drug preparation method is simpler,economical and convenient compared with the reported one,with the overall yield of 66%.