Novel veterinary drug triclabendazole sulfoxide and preparation method thereof

A technology of triclabendazole sulfoxide and triclabendazole, applied in the field of new veterinary drug triclabendazole sulfoxide and its preparation, can solve the problems of high risk of reaction, difficulty in filtering iron sludge, environmental pollution, etc. , to achieve the effect of low price, avoiding pollution and improving reaction yield

Active Publication Date: 2013-09-25
CHANGZHOU JIALING MEDICINE IND
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This is reported in detail in Chinese patent ZL200910027417.6. This route uses 2,3-dichlorophenol, which is easy to sublimate and has strong allergenicity, as a starting material. During the production process, operators need to take special protection. At the same time, the The scheme uses iron powder as the reducing agent, and a large amount of iron sludge that is difficult to filter will be produced during the reaction process, which requires high maintenance and maintenance of production equipment, and the iron sludge produced at the same time will cause great pollution to the environment
[0006] The second method: react 2,3-dichlorophenol with 1,2,4-trichlorobenzene, and obtain triclabendazole through high-pressure ammoniation. The reaction risk of this process is relatively high, and it is not suitable for industrial production

Method used

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  • Novel veterinary drug triclabendazole sulfoxide and preparation method thereof
  • Novel veterinary drug triclabendazole sulfoxide and preparation method thereof
  • Novel veterinary drug triclabendazole sulfoxide and preparation method thereof

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Embodiment Construction

[0030] The preparation method of triclabendazole sulfoxide is illustrated below by way of example, and the concrete preparation steps are as follows:

[0031] The first step, the preparation of 4-chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline, that is, the compound III in the reaction formula:

[0032] Add 43.5kg of 1,2,3-trichlorobenzene and 40kg of 50% potassium hydroxide aqueous solution into the reaction kettle, heat and reflux for 7 hours, then add 150L of xylene and 41.4kg of 4,5-dichloro-2-nitroaniline React with 5 kg of catalyst TBAB for 8 hours, the reaction temperature is controlled at 125 ° C, slowly cooled to room temperature under stirring, a large number of brownish yellow crystals are precipitated, filtered, washed with 10 kg of frozen xylene, drained, washed with water until neutral, and dried to obtain 4-Chloro-5-(2,3-dichlorophenoxy)-2-nitroaniline 54kg, yield: 81%, melting point: 145°C-150°C, the spectrum of this substance is as follows figure 2 Shown; Wher...

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Abstract

The invention discloses an English name, molecular formula, structural formula, molecular weight, physical property and mass atlas of a novel veterinary drug triclabendazole sulfoxide. The novel veterinary drug triclabendazole sulfoxide is a novel imidazole anthelmintic drug and is an upgraded product of a veterinary drug insecticide triclabendazole. The novel veterinary drug triclabendazole sulfoxide has a remarkable insecticidal effect on both fasciola hepatica of ruminants, such as cattle, horses, sheep, goats, deer and the like, and fasciola gigantica of deer, and is low in toxic and side effects, and the usage and dosage are specified. Meanwhile, a preparation method of the triclabendazole sulfoxide is introduced. According to the method, 1,2,3-trichlorobenzene serves as a starting raw material, and the use of 2,3-dichlorophenol with strong sensitization and high price is avoided; and the requirements for reaction conditions are low, the product yield reaches 81.5%, the purity reaches over 99%, and no pollution is caused, so that the method is suitable for large-scale industrial production.

Description

technical field [0001] The invention relates to a novel imidazole anthelmintic, in particular to a novel veterinary drug triclabendazole sulfoxide and a preparation method thereof. Background technique [0002] At present, the effective insecticide used for cattle, sheep, goats and other ruminants is triclabendazole. After long-term tests and analysis, the applicant found that triclabendazole itself has no insecticidal effect. Ruminants take triclosan Bendazole will be absorbed and oxidized in the body to form triclabendazole sulfoxide to produce insecticidal effect, and the oxidation process of triclabendazole in ruminants will produce certain side effects on the liver and other organs of animals. Although the existing veterinary drug triclabendazole has obvious repelling and killing effects on Fasciola hepatica of various ages, the preparation time for action is long and the damage to animals is relatively large. [0003] After retrieval of patent literature and scientifi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D235/28
Inventor 张月亮徐立新
Owner CHANGZHOU JIALING MEDICINE IND
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