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One-pot method for synthesizing tiamulin

A technology of tiamulin and truncated pleuromutilin ester, which is applied in the field of chemical synthesis of veterinary raw materials, can solve the problems of difficult purchase, high price, and restriction of tiamulin production, and achieve low cost, simple operation, Environmentally friendly effect

Active Publication Date: 2016-06-15
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The main problem of this method is that diethylaminoethanethiol, which is expensive and difficult to buy, must be used in the reaction process, which limits the production of tiamulin

Method used

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  • One-pot method for synthesizing tiamulin
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  • One-pot method for synthesizing tiamulin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add 0.532g (1.0mmol) pleuromutilin p-toluenesulfonate, 1mL ethyl acetate, 155μL (1.5mmol) diethylamine, 98μL (1.6mmol) sulfide into the reaction flask, Under stirring and reflux for 4 hours, ethyl acetate was evaporated, and the residue was separated by silica gel column chromatography (the mobile phase was a mixture of ethyl acetate and sherwood oil with a volume ratio of 1:3), to obtain 0.268g tiamulin. The rate is 54.2%.

Embodiment 2

[0019] In Example 1, the ethyl acetate used was replaced with an equal volume of ethylene glycol dimethyl ether, and other steps were the same as in Example 1 to obtain 0.228 g of tiamulin with a yield of 46.1%.

Embodiment 3

[0021] In Example 1, the ethyl acetate used was replaced with an equal volume of methyl isobutyl ketone, and other steps were the same as in Example 1 to obtain 0.201 g of tiamulin with a yield of 40.6%.

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Abstract

The invention discloses a one-pot method for synthesizing tiamulin. According to the method, methylbenzenesulfonate pleuromutilin, diethylamine and ethylene sulfide is subject to an one-pot reaction in a ratio of 1: (1.0 to 1.5) :( 1.0 to 2.0) at room temperature of 50 DEG C to obtain the tiamulin. The method is convenient to operate, low in cost and environment-friendly, and is suitable for industrial production of the tiamulin.

Description

technical field [0001] The invention relates to a method for chemically synthesizing veterinary raw materials, in particular to a method for synthesizing tiamulin in one pot. Background technique [0002] The chemical structure of tiamulin is shown below: [0003] [0004] Tiamulin is one of the top ten veterinary antibiotics. Its antibacterial spectrum is similar to that of macrolide antibiotics. It is mainly resistant to Gram-positive bacteria. , Treponema dysentery, etc. have a strong inhibitory effect; the effect on mycoplasma is stronger than that of macrolides. Tiamulin is rapidly absorbed in animals, with high blood concentration, wide distribution in the body, and low residue. It is mainly used to prevent and treat chicken chronic respiratory disease, swine mycoplasma pneumonia, actinomyces pleuropneumonia and treponemal dysentery. When used in low doses, it can promote animal growth and improve feed utilization. The drug has been widely used all over the worl...

Claims

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Application Information

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IPC IPC(8): C07C323/52C07C319/14
Inventor 李宝林李凡石李江孙宝丽王丽丽王维佳马沙沙
Owner SHAANXI NORMAL UNIV
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