Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

A kind of 5-arylene barbituric acid derivative, preparation method of the derivative and magnetic acidic nano material catalyst for preparation thereof

A barbituric acid and nanomaterial technology, applied in the field of magnetic acid nanomaterial catalyst, can solve the problems of large loss of ionic liquid catalyst, complicated product purification process, low utilization rate of raw materials, etc. Purity, reduction of side reactions and impurities, and the effect of shortening reaction time

Active Publication Date: 2019-06-14
东港智科产业园有限公司
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to overcome the large amount of loss of ionic liquid catalyst when using acidic ionic liquid catalysis to prepare 5-arylene barbituric acid derivatives in the prior art, the treatment before recycling is more loaded down with trivial details, the raw material utilization rate is low, Insufficiency of shortcomings such as complex product purification process, a 5-arylene barbituric acid derivative, a preparation method of the derivative and a magnetic acidic nanomaterial catalyst for its preparation are provided

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of 5-arylene barbituric acid derivative, preparation method of the derivative and magnetic acidic nano material catalyst for preparation thereof
  • A kind of 5-arylene barbituric acid derivative, preparation method of the derivative and magnetic acidic nano material catalyst for preparation thereof
  • A kind of 5-arylene barbituric acid derivative, preparation method of the derivative and magnetic acidic nano material catalyst for preparation thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0035] The technical process of the above-mentioned preparation method of 5-arylene barbituric acid derivative of the present invention is as follows figure 1 As shown, the specific steps are:

[0036] (1) Weigh the reaction raw materials aromatic aldehyde and barbituric acid or thiobarbituric acid according to the molar ratio of 1.0 to 1.4:1;

[0037] (2) Add the weighed aromatic aldehyde and barbituric acid or thiobarbituric acid into water respectively, mix them evenly and then continue to add magnetic acidic nanomaterials as catalysts, and heat to 80-85°C under magnetic stirring conditions. °C, react for 4 to 14 minutes, and the reaction pressure is one atmosphere. Wherein, the molar weight of the above-mentioned added magnetic acid nano material catalyst is 7-12% of the aromatic aldehyde molar weight used, and the volume of the reaction solvent water in milliliters is 4-7 times of the aromatic aldehyde molar weight in millimoles .

[0038] Because the type of catalyst ...

Embodiment 1

[0044] 1mmol of p-chlorobenzaldehyde, 1mmol of barbituric acid and 0.26g of magnetic acidic nanomaterials were added to 5ml of water in a 50ml single-necked round bottom flask with a stirring bar and a condenser. Heated to 80°C under magnetic stirring, reacted for 4 minutes, detected by TLC (thin plate chromatography), the raw material point disappeared, and the catalyst was adsorbed by a magnet while it was hot, and the remaining reaction solution was cooled to room temperature, crushed the precipitated solid, stood still, and suction filtered. The filter residue was washed with ethanol and vacuum-dried to obtain 5-(4-chlorobenzylidene)pyrimidine-2,4,6-trione with a yield of 91%, and the adsorbed catalyst was put into the filtrate to reconstitute the catalytic system , repeated use after directly adding p-chlorobenzaldehyde and barbituric acid.

[0045] The performance parameters of 5-(4-chlorobenzylidene)pyrimidine-2,4,6-trione obtained in the present invention are as follow...

Embodiment 2

[0047] 1.2mmol of p-chlorobenzaldehyde, 1mmol of thiobarbituric acid and 0.26g of magnetic acidic nanomaterials were respectively added to a 50ml single-necked round bottom flask containing 5ml of water with a stirring bar and a condenser tube. Heated to 82°C under magnetic stirring, reacted for 7 minutes, detected by TLC (thin plate chromatography), the raw material point disappeared, adsorbed the catalyst with a magnet while it was hot, cooled the remaining reaction solution to room temperature, crushed the precipitated solid, stood still, and suction filtered. The filter residue was washed with ethanol and vacuum-dried to obtain 5-(4-chlorobenzylidene)-2-sulfanyl-2H-pyrimidine-4,6-dione with a yield of 89%. The adsorbed catalyst was put into The catalytic system is reconstituted in the filtrate, and p-chlorobenzaldehyde and thiobarbituric acid are directly added for repeated use.

[0048] The performance parameters of 5-(4-chlorobenzylidene)-2-thio-2H-pyrimidine-4,6-dione o...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a 5-arylene barbituric acid derivative, a preparation method of the derivative and a magnetic acidic nanomaterial catalyst for its preparation, and belongs to the technical field of organic chemical synthesis. In the preparation reaction of the present invention, the molar ratio of aromatic aldehydes to barbituric acid or thiobarbituric acid is 1.0 to 1.4:1, and the molar amount of the magnetic acidic nanomaterial catalyst is 7 to 12% of the aromatic aldehyde used, in milliliters. The volume of reaction solvent water in millimoles is 4 to 7 times the molar amount of aromatic aldehyde in millimoles, the reaction temperature is 80 to 85°C, and the reaction time is 4 to 14 minutes. After the reaction is completed, use a magnet to absorb the catalyst while it is hot. The remaining reaction solution was cooled to room temperature and filtered with suction. The filter residue was washed with ethanol and dried under vacuum to obtain the 5-arylene barbituric acid derivative. The invention has the characteristics of low catalyst loss, high recycling times, simple and convenient operation of the entire preparation process, high degree of greenness, etc., and is convenient for large-scale industrial application.

Description

technical field [0001] The invention belongs to the technical field of organic chemical synthesis, and more specifically relates to a 5-arylene barbituric acid derivative, a preparation method of the derivative and a magnetic acidic nano material catalyst for preparation thereof. Background technique [0002] Barbituric acid derivatives are a class of drug synthesis intermediates with important physiological activities. Among them, 5-arylene barbituric acid derivatives are intermediates for the synthesis of hypnotic and sedative drugs and other heterocyclic compounds, and can also be used as Pharmaceutical antioxidants, nonlinear materials, etc. They are usually prepared by Knoevenagel condensation reactions of aromatic aldehydes and barbituric acids in organic solvents or water, also under microwave irradiation or solid-phase grinding conditions. However, these methods often have disadvantages such as long reaction time, low yield, and environmental pollution. Therefore, ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/02C07D239/60
CPCC07D239/60B01J31/0285B01J2231/4205B01J35/23B01J35/33
Inventor 沈智培卢华
Owner 东港智科产业园有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com