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微纳米碳酸钾催化塞来昔布的绿色合成与优化

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文章介绍了一种高效的非甾体抗炎药塞来昔布(1)的绿色合成方法.以对甲基苯乙酮(2)和三氟乙酸乙酯(3)为起始原料,采用"一锅法",用碳酸钾(98 nm)代替乙醇钠发生Claisen缩合反应,然后过滤,滤液不经纯化直接与对肼基苯磺酰胺盐酸盐(5)经环合反应,得到目标产物1,总收率86.8%,HPLC纯度99.65%.其中,碱可通过过滤、煅烧回收,且重复利用对收率影响较小.该工艺条件温和、操作简便、反应周期短、成本较低、收率较高,且对环境污染小,适合工业化生产.
Green Synthesis and Optimization of Celecoxib Catalyzed by Micro-nanometer Potassium Carbonate
A green and efficient synthetic method of non-steroidal anti-inflammatory drug celecoxib(1)was reported in this paper.With p-methylacetophenone(2)and ethyl trifluoroacetate(3)as starting materials,the Claisen condensation was performed with potassium carbonate(98 nm)instead of sodium ethoxide by"one-pot method".After the Claisen condensation and filtration,the filtrate without purification was cyclized with 4-hydrazinobenzene-l-sulfonamide hydrochloride(5)to obtain the target product 1.The total yield of celecoxib was 86.8%with HPLC purity of 99.65%.The alkali could be recovered by filtration and calcination,and its reuse had little effect on the yield.This green synthetic method has mild conditions,simple operation,short reaction period,good economy,high yield and less environmental pollution,which is suitable for industrial production.

celecoxibgreen synthesisClaisen condensationmicro-nanometer potassium carbonate"one-pot method"

冯娟、付文娜、王经坤、王翠翠、刘守信

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河北科技大学化学与制药工程学院,河北石家庄 050018

塞来昔布 绿色合成 Claisen缩合 微纳米碳酸钾 "一锅法"

2024

中国医药工业杂志
上海医药工业研究院,中国化学制药工业协会

中国医药工业杂志

CSTPCD
影响因子:0.487
ISSN:1001-8255
年,卷(期):2024.55(12)