文献类型：期刊文献

中文题名：利福霉素噁嗪缩合反应动力学研究

英文题名：Study on reaction kinetics of rifamycin oxazine condensation

作者：李汝真[1];吴艳阳[1]

机构：[1]华东理工大学化工学院

年份：2019

卷号：33

期号：4

起止页码：849

中文期刊名：高校化学工程学报

外文期刊名：Journal of Chemical Engineering of Chinese Universities

收录：CSTPCD;;EI(收录号：20193807445362);Scopus;北大核心:【北大核心2017】；CSCD:【CSCD2019_2020】；

语种：中文

中文关键词：利福平;利福霉素噁嗪;1-氨基-4-甲基哌嗪;反应机理;反应动力学

外文关键词：rifampicin;rifamycin oxazine;1-amino-4-methyl piperazine;mechanism;reaction kinetics

摘要：考察了利福霉素噁嗪与1-氨基-4-甲基哌嗪的摩尔比、浓度、时间和温度等对缩合反应的影响,探究了缩合反应的机理,并得到相关动力学数据,为利福平合成工艺的优化提供理论依据。结果表明,利福霉素噁嗪与1-氨基-4-甲基哌嗪适宜的摩尔比为1:2;浓度对反应影响较小;反应时间越长或温度越高,利福霉素噁嗪的转化率和利福平的收率增加。缩合反应分两步进行,首先噁嗪开环生成中间产物,而后由哌嗪取代中间产物上的侧链,生成利福平。采用二级串联反应动力学模型对实验数据进行拟合,得到噁嗪开环反应的活化能为45.10 kJ·mol^-1,侧链取代反应的活化能为75.67 kJ·mol^-1。
The effects of mole ratio of rifamycin oxazine to 1-amino-4-methyl piperazine, concentration,reaction time and temperature on the condensation of rifamycin oxazine were investigated. The condensation mechanism was studied and the related kinetic data were obtained, which provided guidance for the optimization of rifampicin synthesis. The results show that the optimal mole ratio of rifamycin oxazine to1-amino-4-methyl piperazine is 1:2, and concentration has no significant effect on condensation. Both rifamycin oxazine conversion and rifampicin yield increase with the increase of reaction time or temperature. The condensation process includes two steps:(1) the rifamycin oxazine ring opens to form an intermediate and(2)the side chain of the intermediate is substituted by 1-amino-4-methyl piperazine to obtain rifampicin. The experimental data can be fitted by a second-order consecutive kinetic model. The activation energy of the ring opening process was 45.10 kJ·mol^-1 and that of the side chain substitution was 75.67 kJ·mol^-1.