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作 者:于世钧[1] 廖春泉[1] 聂鑫[1] 李红[1] 李士锋[1]
机构地区:[1]辽宁师范大学化学化工学院,辽宁大连116029
出 处:《精细化工》2006年第12期1161-1163,共3页Fine Chemicals
基 金:国家自然科学基金资助项目(20573049)~~
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2mol/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FTIR、^1HNMR、^13CNMR进行了表征。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.
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