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N-vinylation method of alkyl imidazole compound

A technology for alkylimidazoles and compounds, which is applied in the field of N-vinylation of alkylimidazoles to achieve the effects of less by-products, reducing the risk of decomposition and explosion, and avoiding side reactions

Pending Publication Date: 2022-05-06
BOAI NKY PHARMA LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

There are few direct reports on N-vinylation methods of alkylimidazoles

Method used

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  • N-vinylation method of alkyl imidazole compound
  • N-vinylation method of alkyl imidazole compound
  • N-vinylation method of alkyl imidazole compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Put 900g of 2-methylimidazole and 18g of potassium hydroxide into the reaction, raise the temperature to 150°C, start stirring after the material melts and replace it with nitrogen at the same time. Add acetylene to react, control the reaction pressure in the reactor to 0.7MPaG, stop the reaction after 13h, and obtain the reaction solution containing N-vinylated alkylimidazole compounds. After testing, the reaction solution contained 89.1% of 1-vinyl-2-methylimidazole, 6.5% of 2-methylimidazole, and 4.4% of others (mainly catalysts).

Embodiment 2

[0041] Put 864g of 2-propylimidazole and 73g of sodium hydroxide into the reactor, raise the temperature to 125°C, start stirring after the material melts and replace it with nitrogen at the same time, after 8 hours of replacement, raise the temperature to 150°C (reaction temperature) and keep it, and then pour into the material Feed acetylene to react, control the reaction pressure in the reactor to 0.9 MPaG, and stop the reaction after 15 hours to obtain a reaction solution containing N-vinylated alkylimidazole compounds. After testing, the reaction liquid contained 85.2% of 1-vinyl-2-propylimidazole, 4.7% of 2-propylimidazole, and 10.1% of others (mainly catalyst).

Embodiment 3

[0043] Put 985g of 2-phenylimidazole and 91g of potassium methylate into the reactor, start stirring after raising the temperature to 160°C, vacuum suction (vacuum degree-0.095MPa), raise the temperature to 200°C (reaction temperature) after 3h and keep it, and then add to Pass acetylene into the material for reaction, control the reaction pressure in the reactor to 0.5 MPaG, and stop the reaction after 14 hours to obtain a reaction solution containing N-vinylated alkylimidazole compounds. After testing, the reaction solution contained 84.0% of 1-vinyl-2-phenylimidazole, 5.3% of 2-phenylimidazole, and 10.7% of others (mainly catalyst).

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Abstract

The invention relates to the technical field of chemical synthesis, and discloses a N-vinylation method of an alkyl imidazole compound, which comprises the following steps: adding the alkyl imidazole compound and a catalyst into a reactor, heating and melting to obtain a mixed material; discharging air and moisture in the reactor; acetylene is introduced into the mixed material for a reaction, the reaction temperature and the reaction pressure are controlled until the reaction is finished, and a reaction solution containing the N-vinylated alkyl imidazole compound is obtained. In the reaction process, only the alkyl imidazole compound, acetylene and the catalyst are used, and other raw materials or solvents are not used. The method has the advantages of good safety, environmental protection, few by-products, high reaction efficiency, simple operation and easy amplification.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, and discloses a method for N-vinylation of alkylimidazole compounds. Background technique [0002] Imidazole is a five-membered aromatic heterocyclic compound. When the hydrogen on the 1st nitrogen is replaced by a vinyl group, it forms N-vinylimidazole. N-vinylimidazole is an important chemical intermediate, which can be copolymerized with other vinyl monomers, and is used in various fields such as hardeners, photosensitive chemical reagents, cosmetics, pharmaceuticals, biology, and petrochemicals. With the deepening of various application research, its production capacity and properties have gradually failed to meet further needs, so N-vinylated alkylimidazoles are gradually entering into related development and application research. [0003] Currently, the commonly reported vinylation methods mainly focus on the preparation of vinyl ethers. There are also many reports on the prepar...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/58C07D233/70
CPCC07D233/58C07D233/70
Inventor 史海峰吴秉琪李强孙旭东牛磊刘小波张玉玺
Owner BOAI NKY PHARMA LTD
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