Method for producing tiamulin by using diethylaminoethanethiol synthesis liquid

A technology of diethylaminoethanethiol and ethylaminoethanethiol, which is applied in the field of chemical synthesis of veterinary raw materials, can solve the problems of low tiamulin yield and no industrial production, and achieve lower quality requirements and simplified Production technology, the effect of reducing production costs

Pending Publication Date: 2021-12-03
新疆上昵生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this method avoids diethylaminoethanethiol completely in the whole flow process, in actual production, the tiamulin yield is far lower than the synthetic approach through diethylaminoethanethiol, and...

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Add 160 g of methyl isobutyl ketone and 40 g of diethylamine in a 500 ml three-necked flask with stirring, replace the air with nitrogen, heat up to reflux, and add 30 g of ethylene sulfide with a constant pressure funnel within 1 hour, and the reaction temperature is 50°C-78°C, maintain the reaction for 2 hours after the addition is complete. Under the conditions of 95°C and -0.095MPa, distill the mixed liquid of the synthesized product and organic solvent, and use a refrigerant containing ethylene glycol to condense and collect at -5°C to obtain 212g of diethylaminoethanethiol synthetic liquid. The content of ethylaminoethanethiol is 28.50%.

[0024] Add 200g of methyl isobutyl ketone into a stirred 500ml three-neck flask, then add 40g of pleuromutilin p-toluenesulfonate, 37g of diethylaminoethanethiol prepared in the previous step, tetrabutyl bromide Ammonium chloride 0.26g and 32% ion-exchange membrane caustic soda 14.6g were filled with nitrogen to replace the air...

Embodiment 2

[0027]Add 45g of methyl isobutyl ketone and 43.5g of diethylamine into a stirred 500ml three-necked flask, fill with nitrogen to replace the air, raise the temperature to reflux, and add measured ethylene sulfide with a constant pressure funnel within 1 hour 30g, the reaction temperature is 55°C-80°C, and the reaction is maintained for 4 hours after the addition is complete. Under the conditions of 95°C and -0.095MPa, distill the mixed liquid of the synthesized product and organic solvent, and use a refrigerant containing ethylene glycol to condense and collect at -5°C to obtain 103.9g of diethylaminoethanethiol synthetic liquid, which was tested The content of diethylaminoethanethiol is 60.13%.

[0028] Add 200 g of methyl isobutyl ketone into a 500 ml three-neck flask with stirring, then add 40 g of pleuromutilin p-toluenesulfonate, 18 g of diethylaminoethanethiol prepared in the previous step, and tetrabutyl bromide 0.3 g of ammonium chloride and 15 g of 32% ion-exchange m...

Embodiment 3

[0031] Add 160g of toluene and 40g of diethylamine into a stirred 500ml three-neck flask, fill with nitrogen to replace the air, raise the temperature to reflux, and add 30g of measured ethylene sulfide with a constant pressure funnel within 1 hour, and the reaction temperature is 51°C -78°C, maintain the reaction for 2 hours after the addition is complete. Under the conditions of 95°C and -0.095MPa, distill the mixed liquid of the synthesized product and organic solvent, and use a refrigerant containing ethylene glycol to condense and collect at -5°C to obtain a synthetic liquid of 213.3g of diethylaminoethanethiol. The content of diethylaminoethanethiol was detected to be 28.23%.

[0032] Add 200g of toluene in the 500ml there-necked flask with stirring, then successively add 40g of pleuromutilin p-toluenesulfonate, 37g of diethylaminoethanethiol prepared in the previous step, 0.4g of tetrabutylammonium bromide and and 15.7 g of 32% ion-exchange membrane caustic soda, and r...

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Abstract

The invention relates to a chemical synthesis method of a raw material medicine for veterinary use, in particular to a method for producing tiamulin by using low-concentration diethylaminoethanethiol. The method comprises the following steps: reacting ethane episulfide with diethylamine to prepare a diethylaminoethanethiol synthetic solution, then directly reacting the diethylaminoethanethiol synthetic solution with p-toluene sulfonic acid pleuromutilin ester, and sequentially carrying out reductant reduction, alkaline washing, neutral washing, phase conversion and other extraction steps to prepare the high-purity tiamulin. According to the method, the diethylaminoethanethiol with the concentration of 25%-65% can directly react with the pleuromutilin p-toluenesulfonate to generate tiamulin so that the quality requirement on the diethylaminoethanethiol is greatly reduced, the safety of the production process is also greatly improved, the process is simple, the raw materials are easy to obtain, the cost is low, and thus the method is very suitable for industrial large-scale production.

Description

technical field [0001] The invention relates to a chemical synthesis method of a veterinary raw material drug, in particular to a method for producing tiamulin with a low concentration of diethylaminoethanethiol. Background technique [0002] Tiamulin fumarate is a special antibiotic for Pleurotus truncated animals. Its antibacterial spectrum is similar to that of macrolide antibiotics. It is mainly used to prevent and treat poultry respiratory diseases. Tiamulin fumarate has the advantages of rapid absorption, high blood concentration, wide distribution in the body, low residue, less resistance to drugs, and no pollution to the environment. Therefore, the drug has been promoted and used globally, ranking among the top ten animal With the ranks of antibiotics, the market demand is huge. [0003] Tiamulin is a semi-synthetic compound. At present, diethylaminoethanethiol is mainly used as a raw material in industry, and tiamulin is synthesized through the following steps. St...

Claims

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Application Information

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IPC IPC(8): C07C319/14C07C319/28C07C323/52
CPCC07C319/14C07C319/28C07C2603/82C07C323/52
Inventor 陈剑慧沈敏祥
Owner 新疆上昵生物科技有限公司
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