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

摘要:

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，经两步合成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，得到较优条件为：n(间氨基乙酰苯胺):n(乙醛)=1.0:1.2，5% Pd/C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%。

Abstract:

The synthesis of 3-(N-ethyl-N-methoxycarbonylmethyl)amino acetanilide was reported by 3-aminoacetanilide as starting material via two step reactions. The desired product was yield by the ethylated compound (from 3-aminoacetanilide reacted with acetaldehyde) reacted with methyl chloroacetate. 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 rate of acetaldehyde to 3-aminoacetanilide was 1.2 and 5% Pd/C as catalyst under 3.5MPa of hydrogen atmosphere at 70℃. In the second step, the desired product was obtained in 94.6% yield and 96.8% purity with 0.6 equiv. of sodium carbonate as deacid reagent under 70 ℃.