A preparing method of albendazole

A technology of albendazole and nitroaniline, applied in the field of preparation of broad-spectrum anthelmintics, can solve problems such as poor product quality, poor environment, and large amount of sulfur-containing wastewater

Inactive Publication Date: 2016-05-18
LIANYUNGANG YAHUI PHARMACHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to provide a kind of preparation method of high-purity albendazole aiming at the deficiencies of sodium sulfide reduction technology, such as large amount of s...

Method used

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  • A preparing method of albendazole

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Effect test

example 1

[0023] The first step, the preparation of 4-propylthio-2-nitroaniline (substitution, condensation)

[0024] Charge N 2 39.0g (0.2mol) of pure 4-thiocyanato-2-nitroaniline, 100ml of n-propanol, and 30ml of water were poured into a reaction flask under the same conditions, stirred, and 30% sodium hydroxide solution was added dropwise at 30-40°C 53.3g (0.40mol) for about 1 hour, after the dropwise addition, keep warm for 2 hours, heat up to 50°C, add 27.0g (0.22mol) bromopropane dropwise for about 0.5h, continue to keep warm for 2 hours after the dropwise addition, after the end, turn off the charger N 2 Protection, layering at 50-60°C, discarding the waste water layer, the upper layer of reddish-brown liquid is the n-propanol solution of 4-propylthio-2-nitroaniline.

[0025] The second step, the preparation (reduction) of 4-propylthio o-phenylenediamine

[0026] Put the reddish-brown liquid (4-propylthio-2-nitroaniline) in the first step into the reaction bottle, heat up, dis...

example 2

[0032] The first step, the preparation of 4-propylthio-2-nitroaniline (substitution, condensation)

[0033] Charge N 2 39.0g (0.2mol) of pure 4-thiocyanato-2-nitroaniline, 100ml of n-propanol, and 30ml of water were poured into a reaction flask under the same conditions, stirred, and 30% sodium hydroxide solution was added dropwise at 30-40°C 80g (0.60mol) for about 1 hour, after the dropwise addition, keep it warm for 2 hours, heat up to 50°C, add 37.0g (0.30mol) of bromopropane dropwise for about 0.5h, after the dropwise addition, continue to keep warm for 2 hours, after the end, turn off and fill with N 2 Protection, layering at 50-60°C, discarding the waste water layer, the upper layer of reddish-brown liquid is the n-propanol solution of 4-propylthio-2-nitroaniline.

[0034] The second step, the preparation (reduction) of 4-propylthio o-phenylenediamine

[0035] Put the reddish-brown liquid (4-propylthio-2-nitroaniline) in the first step into the reaction bottle, heat u...

example 3

[0041] The first step, the preparation of 4-propylthio-2-nitroaniline (substitution, condensation)

[0042] Charge N 2 39.0g (0.2mol) of pure 4-thiocyanato-2-nitroaniline, 100ml of n-propanol, and 30ml of water were poured into a reaction flask under the same conditions, stirred, and 30% sodium hydroxide solution was added dropwise at 30-40°C 66.7g (0.50mol) for about 1 hour, after the dropwise addition, keep it warm for 2 hours, heat up to 50°C, add 32.0g (0.26mol) of bromopropane dropwise for about 0.5h, after the dropwise addition, continue to keep warm for 2 hours, after the end, turn off the charger N 2 Protection, layering at 50-60°C, discarding the waste water layer, the upper layer of reddish-brown liquid is the n-propanol solution of 4-propylthio-2-nitroaniline.

[0043] The second step, the preparation (reduction) of 4-propylthio o-phenylenediamine

[0044]Put the reddish-brown liquid (4-propylthio-2-nitroaniline) in the first step into the reaction bottle, heat u...

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Abstract

A preparing method of albendazole is disclosed. The method adopts 2-nitro-4-thiocyanatoaniline as a raw material, and includes salifying with an aqueous sodium hydroxide solution in an n-propanol solvent under nitrogen protection, reacting with bromopropane, and separating to obtain an n-propanol solution of 2-nitro-4-(propylthio)aniline, and therefore a problem that an impurity that is methyl 5-(methylthio)benzoimidazol-2-yl carbamate in products is high in content because steps of salifying in methanol with sodium sulfide and then reacting with bromopropane in processes at present is overcome. A technique of reducing the 2-nitro-4-(propylthio)aniline by utilizing hydrazine hydrate is adopted to replace a technique of reducing with sodium sulfide at present, thus overcoming a problem that sulfur-containing waste water is high in amount and difficult to treat in the sodium sulfide reduction technique. A methanol solution of methyl O-methyl isourea formate is adopted as a ring closing agent, thus overcoming a problem that waste water is high in amount in processes at present when cyanamide and an aqueous methyl formate solution are adopted as ring closing agents. The method is advantaged by a small waste water amount, capability of being environmental friendly, high product purity, and the like.

Description

technical field [0001] The invention relates to a preparation method of albendazole, which belongs to the field of preparation of broad-spectrum anthelmintics. Background technique [0002] Albendazole (methyl [5-(propylthio)-1H-benzimidazol-2-yl]carbamate) [0003] As a broad-spectrum anthelmintic with high efficiency and low toxicity (the structure is as follows): Clinically, it can be used to drive away roundworms, pinworms, tapeworms, whipworms, hookworms, and strongyloid nematodes. After being metabolized into sulfoxides or sulfones in the body, it can inhibit the absorption of glucose by parasites, resulting in the depletion of glycogen in the parasites, or inhibit the fumarate reductase system, hinder the production of ATP, and make the parasites unable to survive and reproduce. As a broad-spectrum anthelmintic with high efficiency and low toxicity, it has a broad market and development space in the future. Contents of the invention [0004] The purpose of the p...

Claims

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Application Information

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IPC IPC(8): C07D235/32
Inventor 张建峰张平虎李志陵孙洋朱云兵
Owner LIANYUNGANG YAHUI PHARMACHEM
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