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2-pyridone derivative and preparation method thereof

A technology of derivatives and pyridone, applied in the field of organic synthesis, can solve the problems of not obtaining groups and the like, and achieve the effects of simple operation, high yield and stable operation

Inactive Publication Date: 2015-11-11
ZHEJIANG UNIVERSITY OF SCIENCE AND TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] In addition, the existing prepared 2-pyridone derivatives do not have a group at the N position

Method used

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  • 2-pyridone derivative and preparation method thereof

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Embodiment 1

[0030] The preparation method of 2-pyridone derivatives comprises the following steps: adding an enamine derivative (that is, the enamine derivative whose compound number is 1) and methylene ethoxymalonic acid dimethicone with a substance ratio of 1:1 Ethyl ester, the reaction temperature was controlled at 110° C. to obtain an off-white solid (ie, the 2-pyridone derivative with compound number 31) with a yield of 69%.

Embodiment 2

[0032] The preparation method of 2-pyridone derivatives comprises the following steps: adding an enamine derivative (that is, the enamine derivative whose compound number is 2) and methylene ethoxymalonate dimethicone with a substance ratio of 1:1 Ethyl ester, the reaction temperature was controlled at 150°C, and the reaction was stopped after the disappearance of the raw materials detected by TLC to obtain an off-white solid (ie, the 2-pyridone derivative with compound number 32), with a yield of 63%.

Embodiment 3

[0034] The preparation method of 2-pyridone derivatives comprises the following steps: adding an enamine derivative (that is, the enamine derivative whose compound number is 2) and methylene ethoxymalonate dimethicone with a substance ratio of 1:1 Ethyl ester, adding enamine derivatives and diethyl methyleneethoxymalonate followed by adding dimethyl sulfoxide. The reaction temperature was controlled at 130° C., and the reaction was stopped after the disappearance of the raw materials detected by TLC to obtain an off-white solid (ie, the 2-pyridone derivative with compound number 32) with a yield of 65%.

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Abstract

The invention relates to the field of organic synthesis, and discloses a 2-pyridone derivative and a preparation method thereof. According to the invention, the 2-pyridone derivative is directly prepared from an enamine derivative and methylene ethoxy diethyl malonate. During production, no solvent system is used or dimethyl sulfoxide is adopted as a solvent, and no catalyst is needed. The novel 2-pyridone derivative provided by the invention is a usable organic intermediate, and can be converted into various compounds. The 2-pyridone derivative is an important structural unit of various natural products, dyes, medicines and pesticides. The preparation method has the advantages of simple operation and high yield. The method accords with the concept of Green Chemistry, and is suitable for industrialized productions.

Description

technical field [0001] The invention relates to the field of organic synthesis, relates to a 2-pyridone derivative, and in particular to a preparation method of the 2-pyridone derivative. Background technique [0002] 2-Pyridone is an important structural unit of many natural products, dyes, medicines, and pesticides. This type of compound has important uses and is used in industrial fields such as dyes, medicines, and pesticides. The existing method for preparing 2-pyridone is complex in operation, needs to be carried out under strong alkali conditions (such as NaH or sodium alkoxide), and the yield is low, such as: the existing synthesis of 2-pyridone is mainly through Acetonitrile derivatives undergo Michael addition with α,β-unsaturated carbonyl compounds, followed by hydrolysis and cyclization to obtain 3,4-dihydropyridones, which are further oxidized to obtain 2-pyridones. In this process, a strong base such as NaH or sodium alkoxide is needed as an auxiliary agent t...

Claims

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Application Information

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IPC IPC(8): C07D213/80C07D213/803
CPCC07D213/80C07D213/803
Inventor 赵先亮
Owner ZHEJIANG UNIVERSITY OF SCIENCE AND TECHNOLOGY