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3, 4-dihydropyrimidine-2(1H)-ketone and derivatives thereof and synthesis method and application thereof

A technology of dihydropyrimidine and synthesis method, which is applied in chemical instruments and methods, luminescent materials, organic chemistry, etc., to achieve the effects of simple reaction method, few by-products and stable performance

Active Publication Date: 2017-04-26
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the photoluminescence phenomenon of DHPMs in the solid state has never been reported

Method used

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  • 3, 4-dihydropyrimidine-2(1H)-ketone and derivatives thereof and synthesis method and application thereof
  • 3, 4-dihydropyrimidine-2(1H)-ketone and derivatives thereof and synthesis method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] A synthetic method for 3,4-dihydropyrimidin-2(1H)-one and derivatives thereof, comprising:

[0025] Add 0.2mmol of urea, 0.6mmol of β-dicarbonyl compound, 10mg of CAL-B, 0.2mL of vinyl acetate, 0.2mL of isopropanol and 0.16mL of deionized water into a 10mL round bottom flask;

[0026] The above materials were placed in a constant temperature shaker at 60°C and a rotating speed of 200rpm to react for 2 days. After the reaction, the target product was separated by column chromatography (silica gel: 200-300 mesh, mobile phase: petroleum ether / ethyl acetate). dried in vacuum to obtain;

[0027] Its reaction formula is:

[0028]

[0029] In the above reactants, when R in the β-dicarbonyl compound and urea adopts different groups, the above nine derivatives of 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h and 4i can be generated and the yield when the above-mentioned derivatives are generated separately;

[0030] The fluorescence spectra of the above nine compounds in the solid state ...

Embodiment 2

[0034] A synthetic method for 3,4-dihydropyrimidin-2(1H)-one and derivatives thereof, comprising:

[0035] Add 0.2mmol of urea, 0.4mmol of β-dicarbonyl compound, 6mg of CAL-B, 0.17mL of vinyl acetate, 0.15mL of isopropanol and 0.10mL of deionized water into a 10mL round bottom flask;

[0036] The above materials were placed in a constant temperature shaker at 37° C. with a rotation speed of 100 rpm for 3 days. After the reaction, the target product was separated by column chromatography (silica gel: 200-300 mesh, mobile phase: petroleum ether / ethyl acetate). dried in vacuum to obtain;

Embodiment 3

[0038] A synthetic method for 3,4-dihydropyrimidin-2(1H)-one and derivatives thereof, comprising:

[0039] Add 0.2mmol of urea, 0.3mmol of β-dicarbonyl compound, 12mg of CAL-B, 0.19mL of vinyl acetate, 0.18mL of isopropanol and 0.16mL of deionized water into a 10mL round bottom flask;

[0040] The above materials were placed in a constant temperature shaker at 50°C and a rotating speed of 300rpm to react for 1d. After the reaction, the target product was separated by column chromatography (silica gel: 200-300 mesh, mobile phase: petroleum ether / ethyl acetate). dried in vacuum to obtain;

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Abstract

The invention discloses a 3, 4-dihydropyrimidine-2(1H)-ketone and derivatives thereof and synthesis method and application thereof. The method comprises the following steps: taking biocatalyst Candida antarctica lipase B as a catalyst and taking vinyl acetate and isopropanol as raw materials to generate acetaldehyde in situ, and adding beta-dicarbonyl compound, urea and water to react with the in-situ generated acetaldehyde to manufacture 3, 4-dihydropyrimidine-2(1H)-ketone and derivatives thereof. By use of the method disclosed by the invention, the biocatalyst Candida antarctica lipase B is used as the catalyst, the vinyl acetate and isopropanol are used as the raw material to generate the acetaldehyde in situ; the in-situ generated cetaldehyde is simultaneously reacted with the beta-dicarbonyl compound, urea and water; the reaction method is simple and environment-friendly; the reaction efficiency is high, and the byproduct is less; the method is an environment-friendly, sustainable, simple and effective method for synthesizing 3, 4-dihydropyrimidine-2(1H)-ketone and derivatives thereof.

Description

technical field [0001] The invention relates to the technical field of chemical material preparation, in particular to 3,4-dihydropyrimidin-2(1H)-one and its derivatives, their synthesis method and application. Background technique [0002] Red, green, and blue solid fluorescent materials are the basis and key to the preparation of devices such as organic light-emitting diodes (OLEDs), full-color displays, and sensors. Materials that can emit deep blue light in these three basic colors have always been highly sought after by researchers. Attention, because they can expand the color gamut space and reduce the energy consumption of the device, which will help the promotion and popularization of OLED. [0003] At present, people are working hard to design and construct molecular structures to obtain various deep blue light materials. However, these organic materials usually contain complex polycyclic aromatic skeletons, which need to be synthesized through multiple steps under ...

Claims

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Application Information

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IPC IPC(8): C07D239/22C12P7/24C09K11/06
CPCC07D239/22C09K11/06C09K2211/1044C12P7/24
Inventor 余孝其张威王娜
Owner SICHUAN UNIV
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