Preparation method for orotic acid

A technology of orotic acid and acetic acid, applied in the direction of organic chemistry, can solve the problems of high process cost and limited application of orotic acid

Inactive Publication Date: 2015-04-08
INST OF SUBTROPICAL AGRI CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] However, the cost of the existing technology is high, and the production cost of the existing technology is more than 200 yuan / kg, which limits the application of orotic acid in other fields

Method used

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  • Preparation method for orotic acid

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Effect test

Embodiment 1

[0035] The invention provides a kind of preparation method of orotic acid, the preparation method of this orotic acid comprises the following steps:

[0036] (1) Synthesis of carbamoylaspartic acid: add 13.3 g of aspartic acid in the reaction vessel, then add 7 g of sodium cyanate, then add 39.9 ml of water, react at 60 ° C for 3 hours, add mass after natural cooling The concentration is 38% concentrated hydrochloric acid to pH 2.2, carbamoylaspartic acid is precipitated, the filter residue is obtained by filtration, and the filter residue is dried at 80-100°C to obtain 11 g of carbamoylaspartic acid, with a yield of 70% ;

[0037] (2) Synthesis of hydantoin acetic acid: in a reaction vessel, add 11 g of carbamoylaspartic acid, add 32 milliliters of 20 wt % hydrochloric acid, heat and evaporate to dryness, recrystallize the residue in water, and filter to obtain a filter residue , dried to obtain hydantoin acetic acid 10g, yield 81%;

[0038] (3) Synthesis of carboxymethylhy...

Embodiment 2

[0041] The invention provides a kind of preparation method of orotic acid, and its concrete steps are as follows:

[0042](1) Synthesis of carbamoylaspartic acid: add 26.6 g of aspartic acid in the reaction vessel, then add 14 g of sodium cyanate, then add 79.8 ml of water, react at 70 ° C for 4 hours, add mass after natural cooling The fraction is 38% concentrated hydrochloric acid to pH 2.3, carbamoylaspartic acid is precipitated, the filter residue is obtained by filtration, and the filter residue is dried at 80-100° C. to obtain 20 g of the product with a yield of 69%.

[0043] (2) Synthesis of hydantoin acetic acid: in a reaction vessel, add 20 g of carbamoylaspartic acid, add 60 milliliters of 20 wt % hydrochloric acid, heat and evaporate to dryness, recrystallize the residue in water, and filter to obtain a filter residue , drying the filter residue to obtain 18 g of hydantoin acetic acid with a yield of 79%.

[0044] (3) Synthesis of carboxymethylhydantoin: In a react...

Embodiment 3

[0047] The preparation method of orotic acid, its concrete steps are as follows:

[0048] (1) Synthesis of carbamoylaspartic acid: Add 39.9 g of aspartic acid in the reaction vessel, then add 21 g of sodium cyanate, then add 119.7 ml of water, react at 75 ° C for 4.5 hours, add mass after natural cooling The fraction is 38% concentrated hydrochloric acid until the pH is 2.3, and carbamoylaspartic acid is precipitated, filtered, and dried to obtain 28.5 g of the product, with a yield of 65%.

[0049] (2) Synthesis of hydantoin acetic acid: in a reaction vessel, add 28.5 g of carbamoylaspartic acid, add 85 milliliters of 20 wt% hydrochloric acid, heat and evaporate to dryness, recrystallize the residue in water, and filter to obtain The filter residue was dried to obtain 22.8 g of hydantoin acetic acid with a yield of 76%.

[0050] (3) Synthesis of carboxymethylhydantoin: In a reaction vessel, add 22.8 g of hydantoin acetic acid, then add 11.4 mL of liquid bromine, then add 45....

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Abstract

The invention belongs to the field of chemical synthesis, and relates to a preparation method for orotic acid. The preparation method for the orotic acid comprises the following steps: 1) synthesizing carbamyl aspartate; 2) synthesizing hydantoin ethanoic acid on the basis of the carbamyl aspartate obtained in the step 1); 3) synthesizing carboxyl methyl hydantoin on the basis of the hydantoin ethanoic acid obtained in the step 2); 4) synthesizing orotic acid on the basis of the carboxyl methyl hydantoin obtained in the step 3. The invention aims to provide the preparation method for the orotic acid with short process route, simple raw materials, good selectivity and high yield, and the reaction is performed in an opening system.

Description

technical field [0001] The invention belongs to the field of chemical synthesis and relates to a preparation method of orotic acid. Background technique [0002] Orotic acid, 6-carboxyuracil. Also known as vitamin B13, it can be isolated from milk, yeast extract, Neurospora crassa culture fluid, etc. Orotic acid combines with phosphoribosyl pyrophosphate to form orotic acid nucleotide, which is an intermediate in the biosynthesis of pyrimidine nucleotide. [0003] In the 1960s, orotic acid was used to treat jaundice and general liver dysfunction (Wang Yuming et al. Mechanism of orotic acid-induced fatty liver in rats. Acta Nutrifica Sinica, 2009, 31(4)). Although it has been replaced by new drugs in recent years, it can improve liver function, promote liver cell repair and other new functions. Such as: it can treat gout, improve cerebrovascular circulation, increase phagocyte activity, improve tissue regeneration ability, and help heal wounds. At the same time, orotic ac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D239/557
CPCC07D239/557
Inventor 吴信印遇龙刘红南谢春艳张宇喆
Owner INST OF SUBTROPICAL AGRI CHINESE ACAD OF SCI
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