4,4’-二(2-羟基-4-甲基-1-偶氮苯)苯磺酰替苯胺的合成及表征  

Synthesis and characterization of 4,4’-di(2-hydroxy-4-methyl-1-azobenzene)benzene sulfonylanilide

作　　者：安亚丹 张攀 毛雅君 邵香敏 赵文善 AN Yadan;ZHANG Pan;MAO Yajun;SHAO Xiangmin;ZHAO Wenshan(Water Environment and Health Henan Engineering Technology Research Center,Zhengzhou Institute of Industrial Technology,Zhengzhou 451100,Henan,China;College of Chemistry and Molecular Sciences,Henan University,Kaifeng 475004,Henan,China)

机构地区：[1]郑州工业应用技术学院水环境与健康河南省工程技术研究中心,河南郑州451100 [2]河南大学化学与分子科学学院,河南开封475004

出　　处：《化学研究》2024年第5期422-425,共4页Chemical Research

基　　金：郑州工业应用技术学院2023年校级一般科研项目(2023YB010)。

摘　　要：偶氮染料是目前用于纤维染色的一类重要化合物,将4,4'-二氨基苯磺酰替苯胺(DASA)制成重氮盐,然后在一定条件下与3-甲基苯酚进行偶联反应制得了一种新的化合物4,4'-二(2-羟基-4-甲基-1-偶氮苯)苯磺酰替苯胺。并通过实验条件的优化,确定了该反应的最佳实验条件为:芳香胺与亚硝酸钠的物质的量之比为1∶2.6、重氮盐与3-甲基苯酚的物质的量之比为1∶1、反应时间45 min、反应温度0~5℃、pH为9,产率为86.2%。并用HPLC-MS、1H NMR对产物结构进行了表征,结果表明目标产物4,4'-二(2-羟基-4-甲基-1-偶氮苯)苯磺酰替苯胺被成功合成。Azo dyes are important compounds used for fiber dyeing.In this work,4,4'-diaminobenzenesulphanilide(DASA)was converted to diazonium salt,and then coupled with 3-methylphenol under certain conditions to produce a new compound,4,4'-di(2-hydroxy-4-methyl-1-azobenzene)benzene sulfonylanilide.The optimization reaction conditions:the molar ratio of aromatic amine to sodium nitrite was 1∶2.6,the molar ratio of diazonium salt to 3-methylphenol was 1∶1,the reaction time was 45 min,the reaction temperature was 0-5℃and the pH was 9.The yield can reach 86.2%under the optimized reaction conditions.Finally,the product was characterized by HPLC-MS and 1 H NMR,and the results showed that the target compound was successfully synthesized.

关 键 词：DASA 重氮化 4 4'-二(2-羟基-4-甲基-1-偶氮苯)苯磺酰替苯胺 

分 类 号：O625.7[理学—有机化学]