高校化学工程学报2016，Vol.30Issue(5)：1153-1157,5.DOI:10.3969/j.issn.1003-9015.2016.05.024
5-（N,N-二苄基氨基乙酰）水杨酰胺的合成工艺改进
Process Improvement of 5-(N,N-Dibenzylglycyl)Salicylamide Synthesis
摘要
Abstract
An improved process was developed for the synthesis of 5-(N,N-dibenzylglycyl)salicylamide, which is a key intermediate for labetalol preparation. Methyl salicylate was used as a raw material, and salicylamide was prepared via ammonolysis in methanol. 5-acetyl salicylamide was obtained by Friedel-Crafts acylation in a nontoxic molten salt system NaCl-AlCl3 at 140℃ for 0.5 h. The NaCl-AlCl3 molten salt system was used as a catalyst and also played a role as a solvent. 5-bromoacetyl salicylamide was obtained after bromination in an oxidizing bromide system Br2/H2O2, and 5-(N,N-dibenzylglycyl)salicylamide was prepared from nucleophilic substitution reaction of 5-bromoacetyl salicylamide with dibenzylamine. The synthesis route has four steps including ammonolysis, acylation, α-bromination and nucleophilic substitution reactions with a total yield of 43.6%, which shows reduced costs and environmental impacts.关键词
拉洛贝尔/溴化/NaCl-AlCl3熔盐体系/5-(N,N-二苄基氨基乙酰)水杨酰胺Key words
labetalol/bromination/NaCl-AlCl3 molten salt system/5-(N,N-dibenzylglycyl)salicylamide分类
化学化工引用本文复制引用
刘涛,王亚纳,葛新..5-（N,N-二苄基氨基乙酰）水杨酰胺的合成工艺改进[J].高校化学工程学报,2016,30(5):1153-1157,5.基金项目
安徽省高校自然科学研究项目(KJ2015A243)。 （KJ2015A243）
