Hexadecyl 3-amino-4-chlorobenzoate was synthesized by the esterification of 3-amino-4-chlorobenzoic and n-hexadecanol in the presence of p-toluenesulfonic acid as catalyst and xylene. as solvent. The products were characterized by FTIR, 1HNMR. The effects of molar ratio of acid to alcohol, the amount of catalyst, reacants' mass fraction on esterification rates were investigated. The optimal conditions were as followed: the molar ratio alkyd of achol to acid was 1.2:1,the catalyst was 5% of the total mass, the reacants' mass fraction was 65%, the esterification rate was 96.20%, and the one through yield was 73.91%. In addition, the best system route for product purification was estalished to improve one through yield and the filtrate recovery and reuse after removal of catalyst. The one through yield increased to 78.90%, the total yield was 82.62%, and the purity of the product was higher than 98.00%.