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Pyridine oxadiazole complex capable of catalyzing DHPMs (Dihydropyrimidinones)

A technology of dihydropyrimidinones and complexes, which can be used in organic compound/hydride/coordination complex catalysts, cobalt organic compounds, organic chemistry, etc., can solve the problems of unfriendly environment, long reaction time and high reaction temperature , to achieve the effect of shortening the reaction time, reducing the dosage, and simplifying the experimental operation

Inactive Publication Date: 2015-12-23
QILU UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although these new technologies have improved the deficiencies of the traditional Biginelli reaction to a certain extent, they still have disadvantages such as high reaction temperature, long reaction time, expensive catalysts or unfriendly to the environment.

Method used

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  • Pyridine oxadiazole complex capable of catalyzing DHPMs (Dihydropyrimidinones)
  • Pyridine oxadiazole complex capable of catalyzing DHPMs (Dihydropyrimidinones)
  • Pyridine oxadiazole complex capable of catalyzing DHPMs (Dihydropyrimidinones)

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Experimental program
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Embodiment 1

[0019] Embodiment 1, product 1 Synthesis

[0020] 0.035g of p-toluenesulfonic acid (0.2mmol), 0.008g of sodium hydroxide (0.2mmol), 0.045g BPO (0.2mmol) and 0.029g of cobalt nitrate (0.1mmol) were dissolved in a mixed solution of water (2mL) and methanol (3mL). Transfer the reaction mixture to a reaction kettle and heat it at 120 degrees for 5 hours, then slowly lower it to room temperature at a rate of 5 degrees per hour, filter, stand still, and precipitate a red target product 1 and determine its crystal structure. in BPO The structural formula is as figure 1 ; the resulting product 1 The molecular structure was determined by single crystal X-ray diffraction analysis as figure 2 .

Embodiment 2

[0021] Embodiment two, the method for catalytic synthesis of dihydropyrimidinone compounds

[0022] Get 0.02mmol of product 1 as a catalyst and join in the mixture of 1mmol benzaldehyde, 2mmol ethyl acetoacetate and 1.5mmol urea, heat in an oil bath at 80 degrees Celsius for 2 hours to obtain a colorless product, and finally wash with water and methanol purification to obtain the target product. Finally, different aldehydes were selected to catalyze a series of dihydropyrimidinones and their derivatives under the same conditions. Among them, the catalytic results are as image 3 .

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Abstract

The invention discloses a pyridine oxadiazole complex capable of catalyzing DHPMs (Dihydropyrimidinones) and provides a method for synthesizing a complex containing p-toluenesulfonic acid and pyridine oxadiazole. According to the invention, a crystal structure of the complex is determined by the aid of single crystal X-rays; further, catalytic activity of the complex on DHPMs is further researched; a series of DHPMs are synthesized with the method which is simple and easy to operate, and the catalytic yield can be up to 98%.

Description

technical field [0001] The invention belongs to the fields of inorganic chemistry, organic chemistry and medicinal chemistry, and relates to the synthesis of complexes and an experimental method for catalytically synthesizing dihydropyrimidinone compounds. Background technique [0002] In 1891, people discovered the synthesis method of dihydropyrimidinones (DHPMs) for the first time and showed an ascendant development trend. This is due to research in recent years showing that DHPMs have important biological and pharmacological and medical applications, for example they can be used as calcium antagonists, bactericide, antiviral, antihypertensive agents and other fields (P.B.Thorat, N.A.Waghmode, N.N. Karade, Tetrahedron Lett. 2014, 55 ,5718-5721; Y. Qiu, H. Sun, Z. Ma, W. Xia, J. Mol. Catal. A: Chem. 2014, 392 ,76-82; G.B.D.Rao, B.Anjaneyulu, M.P.Kaushik, RSCAdv. 2014, 4 ,43321-43325.). The conventional synthesis of DHPMs compound usually adopts traditional Biginell...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/06B01J31/16C07D239/22
Inventor 汪永涛王金华汤桂梅万文珠
Owner QILU UNIV OF TECH