4-氨基-2-氯苯磺酰胺的合成

以间氯苯胺为原料,通过乙酰化、氯磺化、磺酰胺化及碱性水解四步反应,位置选择性地合成了4-氨基-2-氯苯磺酰胺,所得中间体和目标分子的结构经熔点及1 H NMR确定,某些分子的结构经13 C NMR,HRMS进一步验证.添加二氯亚砜既提高了氯磺化反应的收率,也促成了固体产品的生成;放大合成每步反应收率中等(高于60%)至优良(高于90%),后处理方法简单,可以大批量合成,是可行的工业生产方法.

Synthesis of 4-Amino-2-Chlorobenzenesulfonamide

Sulfonamide structure unit is an important functional group widely occurring in diverse dyes , pigments and polymers ,especially in different medicinally significant compounds .The synthesis of sulfon-amide has always attracted the attention of pharmaceutical researchers .The target molecule ,4-amino-2-chlorobenzenesulfonamide , was synthesized by adopting a four-stage synthetic strategy of acetylation , chlorosulfonation ,condensation with ammonia and hydrolysis reaction starting from 3-chloroaniline .The chemical structures of the obtained intermediates and target molecule were detected by melting point and 1 H NMR ,and some of them were further confirmed by 13C NMR and HRMS .The addition of thionyl chloride increased the yield of chlorosulfonation ,and facilitated the formation of solid product as well .The yield of each step in the large scale preparation was achieved moderately (more than 60% ) or superiorly (more than 90% ) .Thus ,a practicable industrial manufacture process was established with simple post-processing in large scale .