Mills缩合反应制备不对称偶氮苯酚化合物的研究

Study of Azo Compounds Synthesized by the Condensation Reaction of p-Nitrosophenol and Arylamine

以苯酚和芳胺为原料分两步合成了四种偶氮化合物。首先由苯酚直接亚硝化的方法来制备对亚硝基苯酚,再与芳胺(苯胺、对苯二胺、邻苯二胺、邻氨基乙酰苯胺)通过缩合反应制备了系列偶氮苯酚,分别为4-羟基偶氮苯、4-氨基-4′-羟基偶氮苯、2-氨基-4′-羟基偶氮苯、2-乙酰氨基-4′-羟基偶氮苯。通过比较这四个化合物的制备条件和产率,考察了酚羟基、氨基等取代基对Mills反应的影响。

Four azo compounds were prepared by two-step synthesis with phenol,aniline,4-aminoaniline and 2-aminoaniline as raw materials.Firstly,phenol is directly nitrosated to p-nitrosophenol,and then the substituted azo-phenol（4-hydroxy azobenzene,4-amino-4′-hydroxy-azobenzene,2-amino-4′-hydroxy-azobenzene,2-acetamido-4′-hydroxy azobenzene）is gained by the condensation reaction of nitroso group in 4-nitrosophenol and amino group in arylamine,including aniline,4-aminoaniline,2-aminoaniline and 2-acetamidoaniline.The influence of substituent groups（hydroxyl in phenol and amino in arylamine）on Mills reaction is investigated through the comparison of synthesis conditions and yields of the four azo compounds.