Method for synthesizing multi-substituted quinoline compound

Abstract

The invention provides a method for synthesizing a multi-substituted quinoline compound and relates to a method for synthesizing a drug molecule containing a quinoline structure and an analogue thereof. Sertindole-2-atone containing a 1,4-dicarbonyl structure, absolute ethanol, chloroform and p-toluenesulfonic acid are added into a container, heating and reacting are carried out, and solids in mixture of reaction liquid and water are extracted and filtered after reaction is finished, namely the synthesized multi-substituted quinoline compound is obtained. According to the method provided by the invention, absolute ethanol and chloroform are taken as a mixed solvent, and the defect that a single solvent is poor in solubility is overcome; p-toluenesulfonic acid serves as a catalyst and is easy to separate, low in dosage and environment-friendly; and post treatment is extremely easy, and only the solids need to be extracted and filtered.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a synthesis method of a class of drug molecules containing quinoline structures and analogs thereof. Background technique [0002] The quinoline ring structure widely exists in natural products and synthetic drugs, and this type of compound is one of the most important drug classes in the history of antimalarials. In recent years, with the in-depth research on heterocyclic drugs, especially the research on the synthesis of various substituted quinoline molecules and their physiological activities, the application of substituted quinolines in medicine has attracted more and more attention. . Such molecules have good prospects for drug development. [0003] The existing quinolines are prepared by extraction from coal tar or synthesis by catalytic chemical methods. Due to the low content and single species in coal tar, only a small amount of quinoline compounds with a ...

AI Technical Summary

Problems solved by technology

The preparation of quinoline by the Baylis-Hillman synthesis method is widely used in organic synthesis, mainly due to the strict requirements on the substrate, and the separation and purification of products is very inconvenient, so it is only suitable for the preparation of quinoline derivatives with special structures

In recent years, it has been reported that transition metals can be used as acid catalysts to synthesize quinoline derivatives, but transition metal catalysts still have problems such as separation and recovery difficulties and heavy metal drug residues, which are not suitable for wide application.

There has not been any literature report that can directly adopt the method of rearrangement of indol-2-one containing 1,4-dicarbonyl structure under the catalysis of p-toluenesulfonic acid to synthesize multi-substituted quinoline compounds

Images