Method for efficiently preparing polysubstituted pyrazole derivative in water phase

Abstract

The invention provides a method for efficiently preparing polysubstituted pyrazole derivatives in a water phase, and belongs to the technical field of organic synthesis. The method comprises the following steps: adding a proper amount of water, a small amount of solvent and a proper amount of alkali into a container filled with a substituted 2-methylene benzofuranone derivative and a toluenesulfonyl diazomethane derivative, stirring at a proper reaction temperature, filtering after the reaction is finished, adding water or a saturated salt aqueous solution into the filtrate, extracting with an organic solvent, and drying to obtain the substituted 2-methylene benzofuranone derivative. And carrying out reduced pressure distillation and concentration to remove the solvent, and carrying out column chromatography separation on the crude product to obtain the target product polysubstituted pyrazole derivative. The method has the advantages of efficient reaction, environmental protection, convenience, rapidness, wide substrate adaptability, high yield and the like, and has a good industrial application prospect.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and relates to a method for efficiently preparing polysubstituted pyrazole derivatives in an aqueous phase. Background technique [0002] Pyrazole skeleton is an important nitrogen heterocyclic skeleton, in addition to its various biological activities, it also has remarkable medicinal properties, including anticancer, antiviral, antibacterial, antifungal, antituberculosis, antiinflammatory, antidiabetic, Antimycobacterial, anesthetic and analgesic properties. Due to their versatile coordination chemistry and photophysical properties, pyrazole-derived ligands have applications in catalysis, metal extraction, and photochemistry. Due to these important applications, it is imperative to develop an efficient synthetic method. The most common methods of pyrazole synthesis include 1,3-dicarbonyl condensation or 1,3-dipolar cycloaddition of α,β-unsaturated aldehydes with hydrazines, and diaz...

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Problems solved by technology

[0003] As far as we know, so far, there have been few studies on the synthesis of pyrazole skeletons in the aqueous phase in the literature, so this patent has developed a substituted 2-methylenebenzofuranone derivative, tosyldiazomethane derivative Under the action of alkali, the compound undergoes cycloaddition reaction in water and a small amount of organic solvent, which is a fast and efficient synthetic method for the construction of multi-substituted pyrazole derivatives, which provides a material basis for testing the biological activity of such compounds, and at the same time provides a basis for pharmaceuticals containing this skeleton. Intermediate synthesis provides a reliable synthesis method

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