摘要：以对羟基苯甲酸和氯化亚砜为原料，N,N-二甲基甲酰胺（DMF）和苯为溶剂，制备了中间体对羟基苯甲酰氯。考察了溶剂配比、氯化时反应温度、反应时间、氯化亚砜和对羟基苯甲酸的摩尔投料比对收率的影响，确定了较佳的工艺条件为：反应温度为60℃，反应时间为5h，n(对羟基苯甲酸):n(氯化亚砜)=0.072:0.168，n(苯):n(氯化亚砜)=0.789:0.168，在此条件下，对羟基苯甲酰氯的产率达90％。再由中间体对羟基苯甲酰氯和苯胺反应，以DMF为溶剂，制备了目标产物N-苯基-4-羟基苯甲酰胺。考察了溶剂配比、反应时间、反应温度、摩尔投料比对目标产物收率的影响，确定了较佳的工艺条件为：反应温度为60℃，反应时间4h，n(苯胺):n(对羟基苯甲酰氯)=0.423:0.168，在此条件下，目标产物的产率达55％，其熔点200.0~200.4℃。经红外光谱分析(IR)及核磁共振(1HNMR)进行了表征，产物为N-苯基-4-羟基苯甲酰胺。62213
毕业论文关键词： 氯化亚砜；对羟基苯甲酰氯；N-苯基-4-羟基苯甲酰胺
Preparation of N- pheNyl-4-hydroxypheNyl-carboxamide
Abstract:Hydroxybenzoic acid and thionyl chloride as raw material, N, N- dimethylformamide (DMF) and benzene as solvent for the preparation of the intermediate-hydroxybenzoyl chloride. The effects of solvent ratio, reaction temperature, reaction time, thionyl chloride and parabens molar feed ratio on when chlorination yield determined optimum conditions: the reaction temperature is 60℃, reaction time was 5h, n (p-hydroxybenzoic acid): n (thionyl chloride) = 0.072: 0.168, n (benzene): n (thionyl chloride) = 0.789: 0.168 under these conditions, paraben chloride yield of 90％Then the intermediate of the reaction of aniline and hydroxybenzoyl chloride, DMF as the solvent, the desired product was prepared N- phenyl-4-hydroxybenzamide. The effects of solvent ratio, reaction time, reaction temperature, the molar feed ratio on the yield of the target, determine the optimum conditions are as follows: for reaction temperature is 60℃, reaction time 4h, n (aniline) hydroxybenzoyl chloride) = 0.423: 0.168 under these conditions, the yield was 55％of the desired product, mp 200.0 ~ 200.4 ℃. By infrared spectroscopy (IR) and nuclear magnetic resonance (1HNMR) were used to characterize the product was N- phenyl-4-hydroxy-carboxamide.
Keywords: Thionyl chloride; chloride paraben; N- phenyl-4-hydroxybenzamide
目 录
1.引言 1
1.1 世界农药发展趋势 1
1.2 农药有机合成进展 1
1.3.1 酰胺类化合物 4
1.3.2 苯甲酰氯的应用前景 5
1.3.3 苯甲酰氯的合成 5
1.4 本文研究内容 6
2.实验部分 8
2.1 实验仪器与试剂 8
2.1.1 实验仪器 8
2.1.2 实验的试剂及其物性常数 9
2.2实验步骤 9
2.2.1 对羟基苯甲酰氯的制备 9
2.2.2 N-苯基-4-羟基苯甲酰胺的制备 9
2.2.3 N-苯基-4-羟基苯甲酰胺的提纯（重结晶） 10
3.结果与讨论 11
3.1 对羟基苯甲酰氯的制备 11
3.1.1 反应温度对对羟基苯甲酰氯收率的影响 N-苯基-4-羟基苯甲酰胺的制备:http://www.751com.cn/huaxue/lunwen_68347.html