2-氨基-4-氯苯酚的合成  

SYNTHESIS OF 2-AMINO-4-CHLOROPHENOL

作　　者：王萌斐 王奥 王红平 杨红瑾 彭效明[1] 严晓强 晁建平[1] Wang Mengfei;Wang Ao;Wang Hongping;Yang Hongjin;Peng Xiaoming;Yan Xiaoqiang;Chao Jianping(Beijing Institute of Petrochemical Technology,Beijing 102617,China;Beijing THTD Pharmaceutical Technology Co.,Ltd.,Beijing 102629,China)

机构地区：[1]北京石油化工学院,北京102617 [2]北京天虹天达医药科技有限公司,北京102629

出　　处：《精细石油化工》2022年第3期34-37,共4页Speciality Petrochemicals

基　　金：国家自然科学基金资助项目(81703453);北京石油化工学院校内学科平台建设项目(2019XK006)。

摘　　要：为规避硝化反应的不安全因素,降低生产成本,以对氨基苯磺酸和对氯苯酚为原料,经重氮化、偶合、还原反应得到目标化合物2-氨基-4-氯苯酚以及对氨基苯磺酸(反应原料之一)。2-氨基-4氯苯酚的优化反应条件为:以无水甲醇为溶剂、反应温度25℃、n(4-(5-氯-2-羟基苯基偶氮)苯磺酸)∶n(甲酸铵)∶n(锌粉)=1∶5∶2.5、反应时间1.5 h,乙酸乙酯被用作反应后处理过程中的萃取剂,在此条件下总收率为64.3%,纯度99.3%(HPLC)。产物及中间体结构均经过^(1)H NMR确证。In order to avoid the unsafe factors of nitration reaction and reduce production costs,the target compounds 2-amino-4-chlorophenol and 4-aminobenzenesulfonic acid(one of the reaction raw materials)were obtained through diazotization,coupling and reduction reactions using p-aminobenzenesulfonic acid and p-chlorophenol as raw materials.Through the optimization of the reduction reaction solvent,temperature,time,extraction solvent and other conditions,the optimal reaction conditions for the preparation of 2-amino-4 chlorophenol are finally obtained as follows:the solvent is anhydrous methanol,the reaction temperature is 25℃,and the raw material ratio is n(4-(5-chloro-2-hydroxyphenylazo)benzenesulfonic acid)∶n(ammonium formate)∶n(zinc powder)=1∶5∶2.5,reaction time is 1.5 h,ethyl acetate is used as the extraction solvent.The overall yield is 64.3%(purity 99.3%,HPLC)under these conditions.The structures of the products and intermediates were confirmed by 1H NMR.

关 键 词：2-氨基-4-氯苯酚 中间体 合成 对氨基苯磺酸 

分 类 号：TQ073[化学工程]