Production of tolyl-triazone

A technology of toltriazinone and a new method is applied in the new field of preparation of toltriazinone, and can solve the problems of large injury to production and operation workers, strong phosgene toxicity, inability to purify and the like

Active Publication Date: 2007-01-17
JIANGSU LINGYUN PHARMA
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] 1. Moisture control in methyl urea is very strict, and the production is very unstable
[0010] 2. Biuret is a two-component mixture, which cannot be purified, resulting in poor quality of the final product;
[0011] 3. The yield of the product is relatively low, and the total yield is about 80%;
[0012] 4. The toxicity of phosgene is extremely strong, which is extremely harmful to the production and operation workers

Method used

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  • Production of tolyl-triazone
  • Production of tolyl-triazone
  • Production of tolyl-triazone

Examples

Experimental program
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Embodiment

[0026] ① Synthesis of 3-methyl-4-(4-trifluoromethylthio)phenoxybenzene isocyanate (2):

[0027] Dissolve 299g of 3-methyl-4-(4-trifluoromethylthio)phenoxyaniline (1) in 5000ml of anhydrous toluene, feed hydrogen chloride to saturation, and add 200g of hexachlorohydrin dropwise under zero-degree cooling Add the solution of dimethyl carbonate / 2000ml toluene in about 4 hours, then slowly raise the temperature to reflux and keep it warm for 4 hours, remove the toluene under reduced pressure, and distill to receive 160℃~166℃ / 1mmHg fraction to obtain 3- Methyl-4-(4-trifluoromethylthio)phenoxybenzene isocyanate (2) 305g, yield 93%;

[0028] ② 1(N)-acetyl-2(N)-methyl-3(N)-[3-methyl-4-(4-trifluoromethylthio)phenoxy]phenyltriurea (3) preparation:

[0029] Dissolve 162.5 g of 3-methyl-4-(4-trifluoromethylthio)phenoxybenzene isocyanate (2) in 500 ml of chloroform, add 70 g of N-acetyl-N'-methylurea, Heating and reflux reaction, followed by TLC until the disappearance of the raw materia...

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Abstract

Production of tolyl triazone is carried out by synthesizing 3-methyl-4-(4-methylthio-trifluoride) phenoxy phenyl-hydrazine acid ester, preparing 1(N)-acetyl-2(N)-methyl-3(N)-(3-methyl-4-(4- methylthio-trifluoride)phenoxy) phenyl-triuret, preparing 1(N)-methyl-3(N)-hydrogen-5(N)-(3-methyl-4-(4- methylthio-trifluoride)phenoxy) phenyl-1,3,5-triazine-2,4,6-triketone and purifying crude product. It has better content and purity, more yields and no environmental pollution.

Description

Background technique: [0001] Xylazinone, generic name: Toltrazuril. [0002] Its molecular formula is: [0003] [0004] Its physical and chemical properties: white, crystalline powder, melting point 192°C-194°C, soluble in hot toluene and methanol, insoluble in water, weakly alkaline. [0005] Main application: used to treat poultry coccidiosis infection, this product can kill poultry coccidia in all stages of growth without affecting the generation of immunity. [0006] The current preparation process route is as follows: [0007] [0008] There is following shortcoming in this preparation method: [0009] 1. The water content in methyl urea is strictly controlled, and the production is very unstable. [0010] 2. Biuret is a two-component mixture, which cannot be purified, resulting in poor quality of the final product; [0011] 3. The yield of the product is relatively low, and the total yield is about 80%; [0012] 4. The toxicity of phosgene is extremely stron...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D251/30
Inventor 凌青云魏松
Owner JIANGSU LINGYUN PHARMA
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