主要用于合成N-(2-二甲基氨基苯基)-9-氧代-9H-芴-1-甲酰胺等医药相关化合物,作为医药中间体使用。
医药中间体
合成路线 1(1. 合成:2836-03-5)
产率:89%
合成条件:With hydrogen In ethanol; ethyl acetate at 20℃; for 5 h;
实验步骤:(a)V,N-二甲基苯-1,2-二胺。向氢化反应烧瓶中加入N,N-二甲基-2-硝基苯胺(1.00g,6.02mmol),EtOH(22mL)和EtOAc(60mL)。向得到的橙色溶液中加入Pd / C(5%,0.67g),然后将黑色悬浮液脱气三次并用H 2(g)(50psi)填充。将黑色悬浮液在室温下振荡5小时,通过硅藻土(2英寸×1.5英寸宽)过滤,用另外的EtOAc(50mL)洗涤并浓缩成橙色残余物。通过快速柱色谱法(硅胶,用EtOAc:己烷,1:15)纯化,得到0.73g(89%)标题化合物,为橙色油状物:1H-NMR(CDCl3):7.00(dd,J = 7.8和1.5Hz) ,IH),6.90(td,J = 7.6和1.5Hz,1H),6.76-6.68(m,2H),3.93(br s,2H),2.65(s,6H)。(b)N-(2-)二甲基氨基苯基)-9-氧代-9- - 芴-1-甲酰胺。以与实施例9类似的方式制备标题化合物。得到0.356g(50%)的(0.281g,2.06mmol)和9-氧代-9H-芴-1-碳酰氯(0.500g,2.06mmol)。标题化合物,为棕色固体:mp 152-115℃; 1H-NMR(CDCl3):10.77(br s,1H),8.42-8.40(m,1H),8.06(d,J = 8.2Hz,1H),7.72-7.54(m,5H),7.36-7.33(m ,IH),7.18-7.12(m,3H),2.70(s,6H)。
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