Method for synthesizing pyrazole compound based on WK (Willgerodt-Kindler) reaction and VHA (Vilsmeier-Haack-Arnold) reaction

A technology of aldehyde compounds and compounds, applied in the direction of organic chemistry, to achieve the effect of enriching types, stable and reliable methods, and improving economic benefits

Inactive Publication Date: 2018-01-09
CHINA UNIV OF GEOSCIENCES (WUHAN)
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  • Application Information

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Problems solved by technology

[0004] At present, there are few reports on pyrazole compounds. Therefore, the research on pyrazole compounds is of great significance for enriching the types of inorganic and organic compounds, as well as the reference of synthetic methods in inorganic and organic fields.

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  • Method for synthesizing pyrazole compound based on WK (Willgerodt-Kindler) reaction and VHA (Vilsmeier-Haack-Arnold) reaction
  • Method for synthesizing pyrazole compound based on WK (Willgerodt-Kindler) reaction and VHA (Vilsmeier-Haack-Arnold) reaction
  • Method for synthesizing pyrazole compound based on WK (Willgerodt-Kindler) reaction and VHA (Vilsmeier-Haack-Arnold) reaction

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Embodiment Construction

[0038] In order to make the purpose, technical solution and advantages of the present invention clearer, the embodiments of the present invention will be further described below in conjunction with the accompanying drawings.

[0039] Please refer to figure 1 , the embodiment of the present invention provides a kind of method based on Willgerodt-Kindler reaction and Vilsmeier-Haack-Arnold reaction synthetic pyrazole compound, comprises the following steps:

[0040] S1. Using acyl compounds as raw materials to synthesize carboxylic acid compounds through Willgerodt-Kindler reaction;

[0041] Please refer to figure 2 , the specific method is:

[0042] S1.1. React the acyl compound, sulfur and morpholine under the protection of nitrogen for 24 hours, and the reaction temperature is 140°C;

[0043] S1.2. Cool, add 1.4-dioxane, react at room temperature for 30 minutes, pour the obtained reaction solution into a beaker filled with water, filter and wash;

[0044] S1.3. Add the f...

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Abstract

The invention discloses a method for synthesizing a pyrazole compound based on WK (Willgerodt-Kindler) reaction and VHA (Vilsmeier-Haack-Arnold) reaction. The method comprises the steps that an acyl compound is taken as a raw material to synthesize a carboxylic compound through the WK reaction; a VHA reagent is prepared; the carboxylic compound is added into the VHA reagent to synthesize an oniumsalt condensing agent; the onium salt condensing agent is hydrolyzed to obtain an aldehyde compound; the aldehyde compound is reacted with hydrazine hydrate to obtain the pyrazole compound. The methodhas the advantages that the synthetic route is reasonable, the method is stable and reliable, the synthetic efficiency is high, and the carboxylic compound, the onium salt condensing agent, the aldehyde compound and the pyrazole compound can be obtained simultaneously; the method has wide application prospect and huge commercial value, enriches the variety of inorganic and organic compounds as well as the synthetic method in the inorganic and organic field.

Description

technical field [0001] The invention relates to the synthesis of pyrazole compounds, in particular to a method for synthesizing pyrazole compounds based on Willgerodt-Kindler (WK) reaction and Vilsmeier-Haack-Arnold (VHA) reaction. Background technique [0002] Metal-organic porous materials (MOF) and covalent organic porous materials (COF) are two new types of porous materials that emerged at the end of the 20th century and the beginning of the 21st century. It has good applications in many fields such as transportation and electronic devices. In the design and synthesis process of MOF materials and COF materials, organic ligands are indispensable. There are many designs and choices of organic ligands. Relying on the mature organic synthesis technology, almost any organic ligands you want can be obtained to assemble different MOF materials and COF materials. With the support of strong synthetic chemistry, porous materials also have the ability to change ever-changing. ...

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Application Information

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IPC IPC(8): C07D231/12C07D231/38
Inventor 周钢翔姜祥范学权夏华
Owner CHINA UNIV OF GEOSCIENCES (WUHAN)
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