红系染料的高效合成方法  

Efficient Synthetic Method of Red Dye

作　　者：廖立华 姬星星 肖博文[2] LIAO Lihua;JI Xingxing;XIAO Bowen(School of Food and Chemical Engineering,Shaoyang University,Shaoyang 422000,China;Department of Interventional Vascular Department,The Affiliated Changsha Central Hospital,University of South China,Changsha 410004,China)

机构地区：[1]邵阳学院食品与化学工程学院,湖南邵阳422000 [2]南华大学附属长沙市中心医院介入血管科,湖南长沙410004

出　　处：《合成化学》2023年第12期951-955,共5页Chinese Journal of Synthetic Chemistry

基　　金：手性高价碘试剂催化的不对称多烯环化反应的研究项目(21662016)。

摘　　要：偶氮化合物是一类重要的合成染料。本文报道了一种便捷高效的合成芳基双偶氮化合物的方法。该方法以2-硝基-4-甲基苯胺为原料,与2-甲氧基-5-甲基苯胺经过重氮化反应合成偶氮中间体2,5-二甲氧基-4-[(4-硝基苯基)二氮烯基]苯胺(A),收率93%。中间体A再经过重氮化反应与N,N-二羟乙基苯胺偶联,合成芳基双偶氮红系染料B,收率67%。在优化条件下,以68%的收率得到红系染料D。该反应的后处理方法简单、经济。目标产物结构经^(1)H NMR,^(13)C NMR确证。Azo compounds are important as synthetic dyes.A convenient and efficient approach for synthesizing aryl diazo compounds has been developed.This method uses 2-nitro-4-methylaniline as raw material and undergoes diazotization reaction with 2-methoxy-5-methylaniline to synthesize the azo intermediate 2,5-dimethoxy-4-[(4-nitrophenyl)diazenyl]aniline in 93%yield.The intermediate A is then diazotized and coupled with N,N-dihydroxyethylaniline to synthesize aryl diazo red dye B in 67%yield.Under optimized conditions,red dye D was obtained with 68%yield.The work-up procedure is simple and economical.The structure of the target product was confirmed by^(1)H NMR and^(13)C NMR.

关 键 词：偶氮化合物 芳基偶氮染料 苯胺 重氮化反应 合成 

分 类 号：O62[理学—有机化学]