3-(N-乙基-N-甲氧碳酰甲基)氨基乙酰苯胺的合成

Synthesis of 3-( N-ethyl-N-methoxycarbonylmethyl) Amino Acetanilide

以间氨基乙酰苯胺为起始原料,经乙醛乙基化,再与氯乙酸甲酯反应合成3-(N-乙基-N-甲氧碳酰甲基)氨基乙酰苯胺,并对合成工艺进行优化,得到较优工艺条件为:n(间氨基乙酰苯胺)∶n(乙醛)=1.0∶1.2,Pd/C(Pd质量分数5%)为催化剂,在氢气压力3.5 MPa,反应温度70℃下合成3-(N-乙基)氨基乙酰苯胺,收率为90.7%,色谱纯度为97.5%。以碳酸钠为缚酸剂,n〔3-(N-乙基)氨基乙酰苯胺〕∶n(碳酸钠)=1.0∶0.6,反应温度70℃下合成3-(N-乙基-N-甲氧碳酰甲基)氨基乙酰苯胺,收率为94.6%,色谱纯度为96.8%。

The synthesis of 3-（ N-ethyl-N-methoxycarbonylmethyl ） amino acetanilide via two-step reactions was reported, with 3-aminoaeetanilide as starting material. The designed produet was yielded by the ethylated compound（ from 3-aminoacetanilide reaeting with aeetaldehyde） reacting with methyl ehloroacetate. The optimized reaction conditions were as follows： in the first step, the yield of 3-（ N- ethyl） amino acetanilide was 90.7% and its purity was up to 97.5%, when the molar ratio of acetaldehyde to 3-aminoacetanilide was 1.0：1.2 and when 5% Pd/C was used as catalyst under 3.5 MPa of hydrogen atmosphere at 70 ℃. In the second step ,the designed product was obtained in 94.6% yield and 96.8% purity with 0.6 equiv, of sodium carbonate as deacid reagent under 70 ℃.