CN105152990A - Preparation method for diethylaminoethanethiol - Google Patents
Preparation method for diethylaminoethanethiol Download PDFInfo
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- CN105152990A CN105152990A CN201510457981.7A CN201510457981A CN105152990A CN 105152990 A CN105152990 A CN 105152990A CN 201510457981 A CN201510457981 A CN 201510457981A CN 105152990 A CN105152990 A CN 105152990A
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Abstract
The invention relates to a preparation method for diethylaminoethanethiol. The preparation method comprises firstly putting ethylene sulfide in a sealed reactor, slowly stirring, adding ethene diamine, heating to 30 DEG C-40 DEG C, dropwise adding a sodium hydroxide solution, reacting for 4-5 h, distilling for recovering diethylamine, and finally performing reduced-pressure distillation to obtain diethylaminoethanethiol. According to the method, operation is simple, production is easy to realized, yield is relatively high, conditions are mild, addition of organic solvents and usage of a high-pressure reaction vessel are reduced, environment pollution and production cost are reduced.
Description
Technical field
The present invention relates to a kind of preparation method of diethylamino ethanethiol, particularly relating to a kind of is the method that diethylamino ethanethiol prepared by raw material by thiirane and diethylamine.
Background technology
Diethylamino ethanethiol (diethylaminoethanethiol) is the key intermediate producing veterinary medicine Tiamulin, and in pharmacy corporation, demand is larger.According to domestic and international reference, find that the report about diethylamino ethanethiol is less.Wang Yanlin etc. mention in the patent and prepare diethylamino ethanethiol at present and have following several method: (1) sulfuric acid monoester and sodium hydrosulfide; (2) diethylin monochloroethane and sodium hydrosulfide; (3) sulfuric acid monoester and By Thiourea-uv Method: (4) thioether method.Because above several method all exists some defects, therefore current domestic employing thiirane and diethylamine prepare diethylamino ethanethiol.Route is as follows:
Patent CN101481343A discloses a kind of preparation method of diethylamino ethanethiol, namely under the condition adding catalyzer, after being mixed with diethylamine by thiirane, is heated to 50 DEG C-80 DEG C obtained diethylamino ethanethiols of reaction.The catalyzer that the method adopts is sherwood oil or sodium borohydride, and its Problems existing is: 1, catalyzer sherwood oil is inflammable, explosive, for large explained hereafter brings certain danger, and the more difficult recovery of sherwood oil, contaminate environment; 2, sodium borohydride is safer, but difficult recovery, costly, production cost is higher for price, is not suitable for industrial production in enormous quantities.
Patent CN102153494A discloses one nitrogen by thiirane and diethylamine press-in pressure reaction still, and stirring is airtight is down heated to 80 DEG C-100 DEG C, reacts and obtains diethylamino ethanethiol in 3-5 hour.Because thiirane boiling point is lower, the method uses autoclave more dangerous, be not suitable for large explained hereafter, and equipment cost is higher, does not have the market competitiveness.
Summary of the invention
Technical problem to be solved by this invention be to provide a kind of simple, produce be easy to realize, yield is higher, the method being prepared diethylamino ethanethiol by thiirane and diethylamine of mild condition.
Thiirane and diethylamine directly add in closed reactor by the present invention, stir, add a small amount of alkali, can obtain diethylamino ethanethiol at being heated to 30 DEG C-40 DEG C.
The technical solution adopted in the present invention is as follows:
A kind of preparation method of diethylamino ethanethiol, it is characterized in that its processing step is: first insert in closed reactor by thiirane, slow stirring, add quadrol, sodium hydroxide solution is dripped after being heated to 30 DEG C-40 DEG C, reaction 4-5 hour, Distillation recovery diethylamine, last underpressure distillation obtains diethylamino ethanethiol.
The add-on of described quadrol is 1.2-1.5 times of thiirane molar mass.
The sodium hydroxide solution of described sodium hydroxide solution to be mass body volume concentrations be 2-3%, its add-on is the 10%-15% of thiirane quality.
Compared with prior art, beneficial effect of the present invention is as follows:
(1) preparation method of diethylamino ethanethiol of the present invention, does not use or adds organic solvent, and decrease the impurity in product, and environmental pollution is less, product purity is higher.See specific embodiment.
(2) sodium hydroxide solution is adopted to be catalyzer in method of the present invention, easily process and cost is lower.
(3) conversion unit of the present invention is closed reactor, avoids the volatilization of thiirane, decreases atmospheric pollution.Do not use autoclave, reduce production cost, eliminate potential safety hazard.
(4) temperature of reaction of the present invention is lower, and the reaction times reduces, and reduces production energy consumption.
Embodiment
Be explained the present invention with example below, it should be understood that example is for illustration of the present invention instead of limitation of the present invention.Scope of the present invention and core content are determined according to claims.
Embodiment 1
In 100L closed reactor, add 10kg thiirane, slowly stir, then add 15kg diethylamine, after being heated to 30 DEG C, dripping 1kg mass body volume concentrations is the sodium hydroxide solution of 2%, after dropwising, reacts 4 hours.After completion of the reaction, Distillation recovery diethylamine, then carry out underpressure distillation and obtain diethylamino ethanethiol.Product yield is 98%, and purity is 99%.Product purity is by gas chromatographic detection.
Embodiment 2
In 100L closed reactor, add 10kg thiirane, slowly stir, then add 12kg diethylamine, after being heated to 35 DEG C, dripping 1.1kg mass body volume concentrations is the sodium hydroxide solution of 2.3%, after dropwising, reacts 5 hours.After completion of the reaction, Distillation recovery diethylamine, then carry out underpressure distillation and obtain diethylamino ethanethiol.Product yield is 97.6%, and purity is 99.8%.Product purity is by gas chromatographic detection.
Embodiment 3
In 100L closed reactor, add 12kg thiirane, slowly stir, then add 17kg diethylamine, after being heated to 40 DEG C, dripping 1kg mass body volume concentrations is the sodium hydroxide solution of 2.5%, after dropwising, reacts 5 hours.After completion of the reaction, Distillation recovery diethylamine, then carry out underpressure distillation and obtain diethylamino ethanethiol.Product yield is 99%, and purity is 98.9%.Product purity is by gas chromatographic detection.
Embodiment 4
In 100L closed reactor, add 12kg thiirane, slowly stir, then add 18kg diethylamine, after being heated to 30 DEG C, dripping 1kg mass body volume concentrations is the sodium hydroxide solution of 2.7%, after dropwising, reacts 4 hours.After completion of the reaction, Distillation recovery diethylamine, then carry out underpressure distillation and obtain diethylamino ethanethiol.Product yield is 98.3%, and purity is 99.1%.Product purity is by gas chromatographic detection.
Embodiment 5
In 50L closed reactor, add 5kg thiirane, slowly stir, then add 7kg diethylamine, after being heated to 30 DEG C, dripping 0.5kg quality-volumetric concentration is the sodium hydroxide solution of 2.9%, after dropwising, reacts 4 hours.After completion of the reaction, Distillation recovery diethylamine, then carry out underpressure distillation and obtain diethylamino ethanethiol.Product yield is 97.9%, and purity is 99%.Product purity is by gas chromatographic detection.
Embodiment 6
In 50L closed reactor, add 5kg thiirane, slowly stir, then add 6kg diethylamine, after being heated to 35 DEG C, dripping 0.7kg quality-volumetric concentration is the sodium hydroxide solution of 3%, after dropwising, reacts 5 hours.After completion of the reaction, Distillation recovery diethylamine, then carry out underpressure distillation and obtain diethylamino ethanethiol.Product yield is 98.9%, and purity is 99.6%.Product purity is by gas chromatographic detection.
Claims (3)
1. the preparation method of a diethylamino ethanethiol, it is characterized in that its processing step is: first insert in closed reactor by thiirane, slow stirring, add quadrol, sodium hydroxide solution is dripped after being heated to 30 DEG C-40 DEG C, reaction 4-5 hour, Distillation recovery diethylamine, last underpressure distillation obtains diethylamino ethanethiol.
2., according to the preparation method of diethylamino ethanethiol according to claim 1, it is characterized in that the add-on of described quadrol is 1.2-1.5 times of thiirane molar mass.
3., according to the preparation method of diethylamino ethanethiol according to claim 1, it is characterized in that described sodium hydroxide solution to be mass body volume concentrations be the sodium hydroxide solution of 2-3%, its add-on is the 10%-15% of thiirane quality.
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| CN201510457981.7A CN105152990B (en) | 2015-07-30 | 2015-07-30 | Preparation method for diethylaminoethanethiol |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111302989A (en) * | 2020-03-11 | 2020-06-19 | 新疆浙大阳光生物科技有限公司 | Production device for preparing organic intermediate |
| CN113307751A (en) * | 2020-12-31 | 2021-08-27 | 保定北瑞甾体生物有限公司 | Process for producing aliphatic mercaptan |
| CN113307750A (en) * | 2020-12-31 | 2021-08-27 | 保定北瑞甾体生物有限公司 | Process for producing aliphatic mercaptan |
| CN113372248A (en) * | 2021-06-11 | 2021-09-10 | 保定北瑞甾体生物有限公司 | Process for preparing thiols |
| CN113387857A (en) * | 2020-03-11 | 2021-09-14 | 新疆上昵生物科技有限公司 | Synthesis process of diethylaminoethanethiol |
| CN113387854A (en) * | 2020-03-11 | 2021-09-14 | 新疆上昵生物科技有限公司 | Complete method for preparing diethylaminoethanethiol |
| CN115028559A (en) * | 2021-07-12 | 2022-09-09 | 新疆上昵生物科技有限公司 | Preparation method of diethylaminoethanethiol |
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| CN101434567A (en) * | 2008-12-19 | 2009-05-20 | 段新峰 | Preparation of lignocaine ethanethiol |
| CN101481343A (en) * | 2009-02-18 | 2009-07-15 | 赵云现 | Method for synthesizing N,N-diethylamino ethanethiol |
| CN102153494A (en) * | 2011-03-04 | 2011-08-17 | 赵云现 | Synthesis technology for N,N-diethylamino group ethanethiol |
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2015
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| CN101434567A (en) * | 2008-12-19 | 2009-05-20 | 段新峰 | Preparation of lignocaine ethanethiol |
| CN101481343A (en) * | 2009-02-18 | 2009-07-15 | 赵云现 | Method for synthesizing N,N-diethylamino ethanethiol |
| CN102153494A (en) * | 2011-03-04 | 2011-08-17 | 赵云现 | Synthesis technology for N,N-diethylamino group ethanethiol |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111302989A (en) * | 2020-03-11 | 2020-06-19 | 新疆浙大阳光生物科技有限公司 | Production device for preparing organic intermediate |
| CN113387857A (en) * | 2020-03-11 | 2021-09-14 | 新疆上昵生物科技有限公司 | Synthesis process of diethylaminoethanethiol |
| CN113387854A (en) * | 2020-03-11 | 2021-09-14 | 新疆上昵生物科技有限公司 | Complete method for preparing diethylaminoethanethiol |
| CN113307751A (en) * | 2020-12-31 | 2021-08-27 | 保定北瑞甾体生物有限公司 | Process for producing aliphatic mercaptan |
| CN113307750A (en) * | 2020-12-31 | 2021-08-27 | 保定北瑞甾体生物有限公司 | Process for producing aliphatic mercaptan |
| CN113372248A (en) * | 2021-06-11 | 2021-09-10 | 保定北瑞甾体生物有限公司 | Process for preparing thiols |
| CN115028559A (en) * | 2021-07-12 | 2022-09-09 | 新疆上昵生物科技有限公司 | Preparation method of diethylaminoethanethiol |
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| CN105152990B (en) | 2017-03-22 |
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