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Method for synthesizing orotic acid

A synthetic method and technology of orotic acid, applied in the direction of organic chemistry, can solve the problems of complex reaction conditions, expensive bromine, high cost, etc., and achieve the effect of simple reaction conditions, high product purity and low cost

Inactive Publication Date: 2016-12-07
CHENGDU BAISHIXING SCI & TECH IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the shortcomings of this process plan are that the production cost is high, there are many three wastes, and the bromine residue in the product is high, which affects the quality of orotic acid and seriously limits the application of the product in the high-end market.
At the same time, the large amount of bromine used in production seriously threatens the health of the staff, and bromine itself is relatively expensive, and there is a greater risk in storage and transportation; although process 3 avoids the problem of high bromine residues, the process has The reaction conditions are complicated, the cost is high, the yield is low and other disadvantages, so this process has been eliminated by industrial production

Method used

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  • Method for synthesizing orotic acid
  • Method for synthesizing orotic acid
  • Method for synthesizing orotic acid

Examples

Experimental program
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Effect test

Embodiment 1

[0026] Embodiment 1: A kind of synthetic method of orotic acid, the substrate glycoluril and glyoxal are condensed in alkaline solvent and then pass into chlorine gas one-pot reaction to obtain orotic acid, after the reaction finishes, cool to normal temperature, Use acid to adjust the pH value of the solution to 0, filter, and the obtained solid is crude orotic acid; suspend the crude product in water, add concentrated ammonia water dropwise at a temperature of 60°C until the solid is completely dissolved, and then adjust to weak acidity with sulfuric acid, Add activated carbon and filter while it is hot, adjust the filtrate to strong acidity, cool and crystallize, filter and dry to obtain refined orotic acid. Wherein, the molar mass ratio of the glycoluril and glyoxal is 1:1; the temperature of the reaction is 0°C, the alkali is sodium hydroxide, the molar mass ratio of the alkali to the substrate is 1:1, and the chlorine gas and the alkali The molar mass ratio of the solven...

Embodiment 2

[0027] Embodiment 2: A kind of synthetic method of orotic acid, the substrate glycoluril and glyoxal are condensed in alkaline solvent and then passed into chlorine gas one-pot reaction to obtain orotic acid, after the reaction finishes, cool to normal temperature, Use acid to adjust the pH value of the solution to 6, filter, and the obtained solid is crude orotic acid; suspend the crude product in water, add concentrated ammonia water dropwise at a temperature of 100°C until the solid is completely dissolved, and then adjust it to weak acidity with hydrochloric acid, Add activated carbon and filter while it is hot, adjust the filtrate to strong acidity, cool and crystallize, filter and dry to obtain refined orotic acid. Wherein, the molar mass ratio of the glycoluril and glyoxal is 1:2; the reaction temperature is 150°C, the alkali is barium hydroxide, the molar mass ratio of the alkali to the substrate is 1:10, and the chlorine gas and the alkali The molar mass ratio of the ...

Embodiment 3

[0028] Embodiment 3: a kind of synthetic method of orotic acid, the substrate glycoluril and glyoxal are condensed in alkaline solvent and then passed into chlorine gas one-pot reaction to obtain orotic acid, after the reaction finishes, cool to normal temperature, Use acid to adjust the pH value of the solution to 1, filter, and the obtained solid is crude orotic acid; suspend the crude product in water, add concentrated ammonia water dropwise at a temperature of 72°C until the solid is completely dissolved, and then adjust it to weak acidity with sulfuric acid, Add activated carbon and filter while it is hot, adjust the filtrate to strong acidity, cool and crystallize, filter and dry to obtain refined orotic acid. Wherein, the molar mass ratio of the glycoluril and glyoxal is 1:1.4; the temperature of the reaction is 15°C, the alkali is lithium hydroxide, the molar mass ratio of the alkali to the substrate is 1:2, and the chlorine gas and the alkali The molar mass ratio of t...

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Abstract

The invention discloses a method for synthesizing orotic acid, which comprises the following steps: firstly, condensing glycoluril and glyoxal as substrates in an alkaline solution and then oxidizing by introducing chlorine, obtaining an orotic acid crude product by a one-pot method, decolorizing and refining the crude product to obtain orotic acid. The method for synthesizing orotic acid provided by the invention takes glycoluril and glyoxal and chlorine as reaction raw materials, and has the advantages of simple reaction condition, low raw material cost, high yield, and high purity, and therefore is suitable for industrial mass production.

Description

technical field [0001] The invention belongs to the field of organic chemistry, and in particular relates to a synthesis method of orotic acid. Background technique [0002] Orotic acid, also known as vitamin B13, the ketone name is 1,2,3,4-tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic acid, and the enol name is 2,6- Dihydroxypyrimidine-4-carboxylic acid, as an effective precursor in the biosynthesis of pyrimidine-based nucleic acids in living organisms, is an important pyrimidine derivative that plays a unique role in biological and medicinal chemistry. [0003] Orotic acid and its derivatives are widely used in the field of medicine. Since the 1960s, orotic acid has been used as an important drug for the treatment of liver diseases for the treatment of jaundice liver disease and general liver dysfunction. Drug molecules participated in by orotic acid group play an important active role in the treatment of myocardial infarction, gastric ulcer, Mycobacterium tuberculosis and ...

Claims

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Application Information

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IPC IPC(8): C07D239/557
CPCC07D239/557
Inventor 石常青
Owner CHENGDU BAISHIXING SCI & TECH IND
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