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Synthesis method of urease inhibitor acetohydroxamic acid

A technology of acetohydroxamic acid and synthesis method, which is applied in the field of animal husbandry additive preparation, can solve problems such as unclear maximum output of products, and achieve high yield and high purity

Pending Publication Date: 2019-11-22
INST OF ANIMAL SCI OF CHINESE ACAD OF AGRI SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the maximum product output of this process is not clear, and whether it is suitable for mass industrial production needs further research and verification

Method used

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  • Synthesis method of urease inhibitor acetohydroxamic acid
  • Synthesis method of urease inhibitor acetohydroxamic acid
  • Synthesis method of urease inhibitor acetohydroxamic acid

Examples

Experimental program
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Effect test

Embodiment 1

[0024] Reaction system is that 1000g is standard with product final output: among the present embodiment, hydroxylamine hydrochloride consumption is 1300g (18.7mol), and ethyl acetate consumption is 1978g (86.3mmol), and the consumption of methyl alcohol is 2.6L, and the consumption of water is 2.6L, Sodium hydroxide consumption is 1496g (37.4mol); The proportioning of each composition: Hydroxylamine hydrochloride: Ethyl acetate: Water: Methanol: NaOH=1.0eq:1.2eq:2v:2v:2.0eq (wherein, eq is the molar weight ratio ratio; v is the volume ratio).

[0025] Reaction steps:

[0026] 1) Add 2.6L methanol and 1300g hydroxylamine hydrochloride successively to the three-necked reaction flask (10L), place the reaction flask in an ice-water bath, and keep stirring;

[0027] 2) Dissolve 748g of sodium hydroxide in 1.3L of water, then pour the sodium hydroxide solution into the reaction flask to neutralize the hydrochloric acid;

[0028] 3) Add 1978g of ethyl acetate into the reaction fla...

Embodiment 2I

[0064] The mensuration of embodiment 2IC50 value

[0065] The inhibitory effect of the product acetohydroxamic acid on rumen urease activity in ruminants is expressed by IC50 value, that is, the concentration of acetohydroxamic acid that inhibits 50% of urease activity under certain reaction conditions. In this example, fresh rumen fluid was filtered through four layers of sterilized gauze, and the filtrate was subjected to differential centrifugation (500×g for 20 minutes and 12,000×g for 15 minutes) at 4° C. to obtain liquid-phase rumen microorganisms. Solid-phase rumen microorganisms were obtained after the feed residues were repeatedly washed twice with 50 mmol / l HEPES buffer (4-hydroxyethylpiperazineethanesulfonic acid) (pH 7.5). After mixing the solid and liquid phase microorganisms, add PBS (phosphate-buffered saline) (pH 7.5) buffer solution and ultrasonically break under low temperature conditions (40% strength, three times, 30s each time), and the supernatant is the ...

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Abstract

The invention relates to the field of animal husbandry additive preparation, in particular to a synthesis method of a urease inhibitor acetohydroxamic acid. The method comprises the following steps: reacting hydroxylamine hydrochloride with ethyl acetate in an alkaline solvent system, and performing extraction by using an organic solvent after the reaction is finished, with the chemical equation being CH3COOC2H5 + NH2OH.HCl -> CH3CONHOH. The synthesis method can realize industrial mass production of the acetohydroxamic acid, and can ensure a high yield and high purity of the acetohydroxamic acid. The solvents used in the production process can be recycled, and the preparation method is green and economical.

Description

technical field [0001] The invention relates to the field of animal husbandry additive preparation, in particular to a method for synthesizing urease inhibitor acetohydroxamic acid. Background technique [0002] The microorganisms inhabiting the rumen can secrete urease, which can decompose urea in the diet into ammonia, which can be used by microorganisms to synthesize microbial protein and provide nitrogen for the body. Inhibiting urease activity and slowing down the decomposition rate of urea in the rumen of ruminants can improve the urea utilization rate and microbial protein synthesis efficiency of ruminants. Acetohydroxamic acid is a urease inhibitor. The hydroxylamine structure (-NHOH) in the hydroxamic acid compound molecule can oxidize the sulfhydryl group (-SH) adjacent to metal nickel (Ni) in the urease molecular structure into a disulfide bond (- S-S-), forming a urease inhibitor-urease binary complex, thereby inhibiting urease activity. The inhibition process ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C259/06A23K50/10A23K20/105
CPCA23K20/105A23K50/10C07C259/06
Inventor 王加启赵圣国王芃芃郑楠张养东李松励李慧颖
Owner INST OF ANIMAL SCI OF CHINESE ACAD OF AGRI SCI
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