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两种3,5-二氨基苯甲酰氨基脂肪酸盐酸盐的合成
Synthesis of Two 3,5-Diaminobenzoylamido Fatty Acid Hydrochlorides
【摘要】 以3,5-二硝基苯甲酰氯、3-氨基丙酸和6-氨基正己酸为原料,室温反应合成了3-(3,5-二硝基苯甲酰氨基)丙酸和6-(3,5-二硝基苯甲酰氨基)正己酸。反应过程中,3,5-二硝基苯甲酰氯分批加入,滴加2 mol/L氢氧化钠水溶液控制反应体系的pH=8~9,n(3,5-二硝基苯甲酰氯)/n(氨基酸)=1,收率分别为84%和81%;硝基化合物经10%钯炭催化剂(用量为反应物质量的10%)催化加氢,再经盐酸酸化,得目标产物3-(3,5-二氨基苯甲酰氨基)丙酸盐酸盐和6-(3,5-二氨基苯甲酰氨基)正己酸盐酸盐,收率分别为93%和94%。相关化合物的结构通过FTIR1、HNMR1、3CNMR进行了表征。
【Abstract】 3-(3,5-Dinitrobenzoylamido)propanoic acid(Ⅰ) and 6-(3,5-dinitrobenzoylamido) hexanoic acid(Ⅱ) were synthesized respectively by reaction of 3,5-dinitrobenzoyl chloride with 3-aminopropanoic acid and 6-aminohexanoic acid at room temperature.In the experiment,3,5-dinitrobenzoyl chloride should be added in portions,2 mol/L aqueous NaOH solution was dropped into the reaction system to keep pH=8~9,and n(3,5-dinitrobenzoyl chloride)∶n(amino acid)=1.Yields of Ⅰ and Ⅱ are 84% and 81% respectively.The nitro compounds Ⅰ and Ⅱ were hydrogenated with 10%Pd /C as catalyst(m(catalyst)∶m(nitro compound)=10∶100),and then acidized with hydrochloric acid to get the title compounds 3-(3,5-diaminobenzoylamido)propanoic acid hydrochloride and 6-(3,5-diaminobenzoylamido)hexanoic acid hydrochloride in 93% and 94% yield respectively.Structures of the compounds were confirmed by FTIR,1HNMR and 13CNMR.
【Key words】 3-(3,5-diaminobenzoylamido)propanoic acid hydrochloride; 6-(3,5-diaminobenzoyl-amido)hexanoic acid hydrochloride; hyperbranched polyamide monomer;
- 【文献出处】 精细化工 ,Fine Chemicals , 编辑部邮箱 ,2006年12期
- 【分类号】TQ246
- 【下载频次】129