Synthesis of acetoacetanilide

By heating, stirring, refluxing and chromatographic separation in toluene, the problem of simplicity, efficiency and economy in the synthesis of acetoacetanilide is solved, and an environmentally friendly process and wide applicability are achieved.

CN106518705AInactive Publication Date: 2017-03-22SHANDONG GAOJIE ENVIRONMENTAL PROTECTION TECH CO LTD
0 Cites 2 Cited by

Patent Information

Application Number
CN201610967247.X
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2016-10-28
Publication Date
2017-03-22
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

It is difficult to synthesize 2-aryliminochromene compounds with a wide range of physiological and pharmacological activities, especially acetoacetanilide, simply, efficiently, quickly and economically with the existing technology, which limits its application in treating diseases and biological analysis.

Method used

By heating ethyl acetoacetate, aniline and 4-dimethylaminopyridine in toluene, stirring and refluxing, the reaction was monitored by thin layer chromatography, followed by water extraction, washing with saturated sodium chloride and drying with anhydrous MgSO4, and finally column chromatography. Acetoacetanilide is isolated.

Benefits of technology

A simple and environmentally friendly synthesis process of acetoacetanilide is realized, which reduces the cost and expands its scope of application.

✦ Generated by Eureka AI based on patent content.
Patent Text Reader

Abstract

The invention relates to synthesis of acetoacetanilide. The synthesis comprises the following steps: weighing 5.31 mmol of ethyl acetoacetate, 5.31 mmol of phenylamine and 0.531 mmol of 4-dimethylamino pyridine, adding the weighed materials into a single-opening bottle with the volume of 25 mL, then adding 10 to 30 mL of methylbenzene, performing heating reflux under stirring for 20 to 36 hours, monitoring the raw materials by using thin layer chromatography (petroleum ether: ethyl acetate=4: 1, and Rf=0.37), ending the reaction after the raw materials disappear, adding water, transferring a reaction solution into a separating funnel, performing extracting with ethyl acetate (20 mL x 3), performing collecting to obtain an organic phase, washing the organic phase with saturated sodium chloride, performing drying with anhydrous MgSO4, performing filtering to remove solids, collecting the obtained filtrate, performing rotary evaporateion on the filtrate, and performing column chromatography separation with a mixture (petroleum ether: ethyl acetate=10: 1) serving as an eluent to obtain acetoacetanilide which is a target compound.
Need to check novelty before this filing date? Find Prior Art