1-(2,4-二氨基苯氧基)-3,6-萘二磺酸的简便合成

A Facile Synthesis of Novel 1-(2,4-diaminephenoxy)-3,6- Naphthalenedisulfonic acid

摘要:

开发了一种侧链磺化二胺的两步简便合成方法。以1-萘酚-3,6-二磺酸钠和2,4-二硝基氟苯为原料，通过亲核取代反应制备出侧链磺化二硝基化合物，再经过SnCl2/HCl还原反应制备出目标产物1-(2,4-二氨基苯氧基)-3,6-萘二磺酸，两步反应总收率为32%。产物结构经IR、1H-NMR确认。亲核取代反应的条件研究表明，在二甲基亚砜中室温反应24 h可制备出液相色谱纯度为98%的侧链磺化二硝基化合物，反应收率为50%。

Abstract:

A facile synthesis of a novel side-chain sulfonated diamine is developed. The sulfonated diamine was synthesized through two-step reactions, namely the nucleophilic substitution reaction of 2-naphthol-3,6-disulfonic acid sodium salt to 2,4-dinitrofluorobenzene followed by the reduction under SnCl2/HCl system, which gave an overall yield of 32%. The product was characterized by IR and 1H-NMR measurements. The reaction conditions of nucleophilic substitution were investigated, the results showed that the room temperature was prefer to obtain the the sulfonated dinitro intermidate with high purity of 98% and yield of 64%.