摘要
以3 羟甲基吡啶为起始原料,采用碳酰二咪唑(CDI)法在0~10℃下搅拌反应,合成中间体4 [N (吡啶 3 甲氧羰基)氨甲基]苯甲酸(Ⅰ),收率为83 9%;然后与氯甲酸乙酯及三乙胺在0~10℃下搅拌反应,制得酸酐活性中间体(Ⅱ);它不经分离直接与邻苯二胺在室温条件下反应10h即得目标产物:N (2 氨苯基) 4 [N (吡啶 3 甲氧羰基)氨甲基]苯甲酰胺,经硅胶柱层析提纯后,收率为45 0%,总收率为37 8%,合成具有一定绿色化学特性;经质谱、核磁和红外等谱学方法鉴定了目标分子结构。
The intermediate 4-[N-(pyridin-3-ylmethoxycarbonyl)aminomethyl] benzoic acid(Ⅰ) was prepared from 3-hydroxymethylpyridine by using CDI method at 0-10 ℃ in 83.9% yield.Ⅰwas converted to the active acid anhydride(Ⅱ) by treatment with ethyl chloroformate and triethylamine at 0-5 ℃,and then without further separation Ⅱ reacted with o-phenylenediamine for 10 h at room temperature to give the title compound which was separated by silica gel column chromatography in 45.0% yield.Structural analysis of N-(2-aminophenyl)-4-[N-(pyridin-3-ylmethoxycarbonyl)aminomethyl] benzamide was done by mass spectrometry,nuclear magnetic resonance and infrared spectroscopy.
出处
《精细化工》
EI
CAS
CSCD
北大核心
2003年第5期285-287,共3页
Fine Chemicals
基金
国家教委霍英东基金资助
国家"春晖计划"教育部启动基金
重庆应用基础研究基金资助(2001)
机械工业部跨世纪学术带头人专项基金资助~~