CN103524350B - Recovery method for 5-clorine-2-nitroaniline - Google Patents
Recovery method for 5-clorine-2-nitroaniline Download PDFInfo
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- CN103524350B CN103524350B CN201310525796.8A CN201310525796A CN103524350B CN 103524350 B CN103524350 B CN 103524350B CN 201310525796 A CN201310525796 A CN 201310525796A CN 103524350 B CN103524350 B CN 103524350B
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- nitroaniline
- recovery method
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- clorine
- fenbendazole
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Abstract
The invention discloses a recovery method for 5-clorine-2-nitroaniline. The recovery method for the 5-clorine-2-nitroaniline is characterized in that waste dissolved out of a mother solution in the fenbendazole ammoniation step is added in solvent, the warming and backflow process is conducted for half an hour, thermal filtering is conducted, filter liquor is cooled and crystallized, and a crystal substance is obtained; the crystal substance is dissolved again and is cooled naturally, seed crystal is added in the solution, crystallization, filtering, washing and drying are conducted, and pure 5-clorine-2-nitroaniline is obtained. The recovery method for the 5-clorine-2-nitroaniline is compact and efficient, safe to operate, and suitable for industrial production.
Description
Technical field
The present invention relates to a kind of method reclaiming 5-chloro-2-nitroaniline in waste of separating out from the mother liquor of fenbendazole amination steps.
Background technology
5-chloro-2-nitroaniline is purposes intermediate widely, particularly as the key intermediate of fenbendazole.Fenbendazole, has another name called fenbendazole, and chemistry 5-thiophenyl benzimidazolyl-2 radicals-Urethylane by name is a kind of anti-parasite medicine of broad-spectrum high efficacy for animals.Fenbendazole is used to kill animal gastrointestinal tract parasite, it not only has height anthelmintic activity to animal gastrointestinal tract roundworm, hookworm, whipworm, part tapeworm and strongylid, and also has preferably curative effect to part bronchial tree and lung parasite (cat lung worm and lung fluke).It is wide that fenbendazole has expelling parasite spectrum, and toxicity is low, better tolerance, the advantages such as safety range is wide, good palatability.
The discarded mother liquor of fenbendazole amination steps, have a large amount of solids after cooling to separate out, a lot of impurity and product 5-chloro-2-nitroaniline is contained inside this part solid of separating out, general recovery makes product reach standard, all directly do fixed-end forces, both waste resource, bring pressure to environmental protection again.
Summary of the invention
The object of the present invention is to provide a kind of recovery method of 5-chloro-2-nitroaniline, aim to provide a kind of succinct efficient, make it operational safety, more meet suitability for industrialized production.
For solving the problems of the technologies described above, the technical solution used in the present invention is: by the waste of separating out in the mother liquor of fenbendazole amination steps, add solvent, temperature rising reflux half an hour, after heat filtering, filtrate crystallisation by cooling is obtained crystallisate, crystallisate is dissolved again, naturally cooling, add crystal seed, crystallization, filtration, washing, dry to obtain sterling 5-chloro-2-nitroaniline, concrete steps are as follows:
(1) waste is added in the solvent of 3 to 5 times amount, temperature rising reflux half an hour, will not tolerantly filter, crystallisation by cooling, filtration washing, dry to obtain crystallisate.Solvent is selected from following methyl alcohol, ethanol, toluene, dimethylbenzene, preferably ethanol.
(2) by the crystallisate that first time crystallization obtains, again dissolve, naturally cooling, by the time solution by clarify become muddy time, add crystal seed, crystallization, filtration, washing, dry to obtain the 5-chloro-2-nitroaniline of sterling.
Beneficial effect of the present invention: the recovery method that the present invention selects, succinct efficient, operational safety, is applicable to suitability for industrialized production.
Embodiment
Following type reaction is used for illustrating the present invention, and the simple replacement or improvement etc. done the present invention those skilled in the art all belong within the technical scheme that the present invention protects.
Embodiment 1
Step 1: in 1000 milliliters of four-hole boiling flasks with thermometer and whipping appts, opens and stirs, and adds 150g successively containing waste, add 500g ethanol, temperature rising reflux half an hour, filtered while hot, by filtrate crystallisation by cooling, filter, wash, dry and to obtain crystallisate 102g.
Step 2: previous step is obtained crystallisate 102g and add in the four-hole boiling flask of 1000 milliliters, add 300g ethanol again, temperature rising reflux half an hour, reflux complete, naturally cooling, adds a small amount of crystal seed, after waiting crystallization when liquid starts to become muddiness, filter, wash, dry and to obtain the 5-chloro-2-nitroaniline 81.6g of sterling, total recovery is 54.4%.
Embodiment 2
Step 1: in 1000 milliliters of four-hole boiling flasks with thermometer and whipping appts, opens and stirs, and adds 100g successively containing waste, add 350g ethanol, temperature rising reflux half an hour, filtered while hot, by filtrate crystallisation by cooling, filter, wash, dry and to obtain crystallisate 75g.
Step 2: previous step is obtained crystallisate 75g and add in the four-hole boiling flask of 1000 milliliters, add 300g ethanol again, temperature rising reflux half an hour, reflux complete, naturally cooling, adds a small amount of crystal seed, after waiting crystallization when liquid starts to become muddiness, filter, wash, dry and to obtain the 5-chloro-2-nitroaniline 58.9g of sterling, total recovery is 58.9%.
Embodiment 3
Step 1: in 2000 milliliters of four-hole boiling flasks with thermometer and whipping appts, opens and stirs, and adds 200g successively containing waste, add 700g ethanol, temperature rising reflux half an hour, filtered while hot, by filtrate crystallisation by cooling, filter, wash, dry and to obtain crystallisate 146g.
Step 2: previous step is obtained crystallisate 146g and add in the four-hole boiling flask of 1000 milliliters, add 500g ethanol again, temperature rising reflux half an hour, reflux complete, naturally cooling, adds a small amount of crystal seed, after waiting crystallization when liquid starts to become muddiness, filter, wash, dry and to obtain the 5-chloro-2-nitroaniline 115g of sterling, total recovery is 57.5%.。
Claims (4)
1. a recovery method for 5-chloro-2-nitroaniline, is characterized in that: described method comprises the following steps in order:
(1) waste of will separate out in the mother liquor of fenbendazole amination steps, adds solvent, temperature rising reflux half an hour, after heat filtering, filtrate crystallisation by cooling is obtained crystallisate;
(2) crystallisate is dissolved again, naturally cooling, add crystal seed, crystallization, filtration, washing, dry to obtain sterling 5-chloro-2-nitroaniline.
2. the recovery method of a kind of 5-chloro-2-nitroaniline according to claim 1, is characterized in that: described solvent is methyl alcohol, ethanol, dimethylbenzene, toluene.
3. the recovery method of a kind of 5-chloro-2-nitroaniline according to claim 1 and 2, is characterized in that: described solvent is ethanol.
4. the recovery method of a kind of 5-chloro-2-nitroaniline according to claim 1, is characterized in that: the waste of separating out in the mother liquor of described fenbendazole amination steps and the mass ratio of solvent are 1:3-5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310525796.8A CN103524350B (en) | 2013-10-31 | 2013-10-31 | Recovery method for 5-clorine-2-nitroaniline |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310525796.8A CN103524350B (en) | 2013-10-31 | 2013-10-31 | Recovery method for 5-clorine-2-nitroaniline |
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| Publication Number | Publication Date |
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| CN103524350A CN103524350A (en) | 2014-01-22 |
| CN103524350B true CN103524350B (en) | 2015-03-25 |
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| CN201310525796.8A Active CN103524350B (en) | 2013-10-31 | 2013-10-31 | Recovery method for 5-clorine-2-nitroaniline |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101244878A (en) * | 2008-02-25 | 2008-08-20 | 南京大学 | Treatment for wastewater in para-nitraniline production and method for resource recovery and use |
| CN102241635A (en) * | 2011-04-28 | 2011-11-16 | 江苏宝众宝达药业有限公司 | Preparation method for anthelmintic benzimidazole fenbendazole |
| CN103242237A (en) * | 2013-05-10 | 2013-08-14 | 常州亚邦齐晖医药化工有限公司 | New preparation method for anthelmintic fenbendazole |
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2013
- 2013-10-31 CN CN201310525796.8A patent/CN103524350B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101244878A (en) * | 2008-02-25 | 2008-08-20 | 南京大学 | Treatment for wastewater in para-nitraniline production and method for resource recovery and use |
| CN102241635A (en) * | 2011-04-28 | 2011-11-16 | 江苏宝众宝达药业有限公司 | Preparation method for anthelmintic benzimidazole fenbendazole |
| CN103242237A (en) * | 2013-05-10 | 2013-08-14 | 常州亚邦齐晖医药化工有限公司 | New preparation method for anthelmintic fenbendazole |
Non-Patent Citations (1)
| Title |
|---|
| 从邻氯苯甲醛废水中回收邻氯苯甲酸的研究;钟红梅等;《广东化工》;20081231;第35卷(第11期);82-83、98 * |
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| CN103524350A (en) | 2014-01-22 |
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Address after: 226500 No.10, Yuejiang Road, Changjiang Town, Rugao City, Nantong City, Jiangsu Province Patentee after: Jiangsu Baozhong Baoda Pharmaceutical Co.,Ltd. Address before: 226500 No.10, Yuejiang Road, Changjiang Town, Rugao City, Nantong City, Jiangsu Province Patentee before: JIANGSU BAOZONG & BAODA PHARMACHEM Co.,Ltd. |
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