CN105152990B - Preparation method for diethylaminoethanethiol - Google Patents
Preparation method for diethylaminoethanethiol Download PDFInfo
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- CN105152990B CN105152990B CN201510457981.7A CN201510457981A CN105152990B CN 105152990 B CN105152990 B CN 105152990B CN 201510457981 A CN201510457981 A CN 201510457981A CN 105152990 B CN105152990 B CN 105152990B
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- diethylamine
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- thiirane
- sodium hydroxide
- hydroxide solution
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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, more particularly to one kind is by thiirane and diethyl
The method that amine prepares diethylamino ethanethiol for raw material.
Background technology
Diethylamino ethanethiol (diethylaminoethanethiol) is produced in the middle of the key of veterinary medicine taimulin
Body, in pharmacy corporation, demand is larger.According to domestic and international list of references, find report with regard to diethylamino ethanethiol compared with
It is few.Wang Yanlin etc. is mentioned in the patent：(1) sulfuric acid monoester and sulfur hydrogen
Change sodium method；(2) lignocaine ethyl chloride and sodium hydrosulfide；(3) sulfuric acid monoester and Thiourea-uv Method：(4) thioether method.It is several due to more than
There are some defects in the method for kind, therefore the country prepares diethylamino ethanethiol using thiirane and diethylamine at present.Route
It is as follows：
Patent CN101481343A discloses a kind of preparation method of diethylamino ethanethiol, i.e., in the bar for adding catalyst
Under part, after thiirane is mixed with diethylamine, it is heated to 50 DEG C of 80 DEG C of reactions and diethylamino ethanethiol is obtained.The method is adopted
Catalyst is petroleum ether or sodium borohydride, and its problem for existing is：1st, catalyst petroleum ether is inflammable, explosive, is big technique
Production brings certain danger, and the more difficult recovery of petroleum ether, pollutes environment；2nd, sodium borohydride is safer, but difficult recovery, price
Costly, production cost is higher, is not suitable for high-volume commercial production.
Patent CN102153494A discloses one kind nitrogen by thiirane and diethylamine press-in pressure reaction still, stirs
Lower airtight heating is mixed to 80 DEG C 100 DEG C, reaction 3-5 hours obtain diethylamino ethanethiol.Due to thiirane boiling point it is relatively low,
The method than relatively hazardous, be not suitable for big technique productions, and equipment cost is higher, not with the market competition using autoclave
Power.
The content of the invention
The technical problem to be solved is to provide that a kind of simple, production is easily achieved, yield is higher, condition temperature
The method that diethylamino ethanethiol is prepared by thiirane and diethylamine of sum.
The present invention is directly added into thiirane and diethylamine in closed reactor, is heated to stirring at 30 DEG C 40 DEG C,
Add a small amount of alkali, you can obtain diethylamino ethanethiol.
The technical solution adopted in the present invention is as follows：
A kind of preparation method of diethylamino ethanethiol, it is characterised in that its processing step is：First thiirane is put
Enter in closed reactor, be slowly stirred, add ethylenediamine, Deca sodium hydroxide solution after being heated to 30 DEG C 40 DEG C to react 4-5
Hour, Distillation recovery diethylamine, last vacuum distillation obtain diethylamino ethanethiol.
1.2-1.5 times for thiirane molal weight of the addition of the ethylenediamine.
The sodium hydroxide solution is the sodium hydroxide solution that mass-volume concentration is 2-3%, and its addition is epithio second
The 10%-15% of alkane quality.
Compared with prior art, beneficial effects of the present invention are as follows：
(1) preparation method of diethylamino ethanethiol of the invention, is not used or adds organic solvent, reduce in product
Impurity, and environmental pollution is less, and product purity is higher.Referring to specific embodiment.
(2) sodium hydroxide solution is adopted in the method for the present invention for catalyst, it is disposable and cost is relatively low.
(3) consersion unit of the present invention is closed reactor, it is to avoid the volatilization of thiirane, reduces air pollution.Not
Using autoclave, production cost is reduced, eliminate potential safety hazard.
(4) reaction temperature of the present invention is relatively low, and the response time is reduced, and reduces energy consumption.
Specific embodiment
The present invention is explained with example below, it should be understood that example is for illustrating rather than to this
The restriction of invention.The scope of the present invention is determined according to claims with core content.
Embodiment 1
10kg thiirane is added in 100L closed reactors, is slowly stirred, is added 15kg diethylamine, be heated to 30
After DEG C, Deca 1kg mass-volume concentration is 2% sodium hydroxide solution, after completion of dropping, is reacted 4 hours.After completion of the reaction,
Distillation recovery diethylamine, then carry out vacuum distillation and obtain diethylamino ethanethiol.Product yield is 98%, and purity is 99%.Produce
Product purity is by gas chromatographic detection.
Embodiment 2
10kg thiirane is added in 100L closed reactors, is slowly stirred, is added 12kg diethylamine, be heated to 35
After DEG C, Deca 1.1kg mass-volume concentration is 2.3% sodium hydroxide solution, after completion of dropping, is reacted 5 hours.Reaction is finished
Afterwards, Distillation recovery diethylamine, then carry out vacuum distillation and obtain diethylamino ethanethiol.Product yield is 97.6%, and purity is
99.8%.Product purity is by gas chromatographic detection.
Embodiment 3
12kg thiirane is added in 100L closed reactors, is slowly stirred, is added 17kg diethylamine, be heated to 40
After DEG C, Deca 1kg mass-volume concentration is 2.5% sodium hydroxide solution, after completion of dropping, is reacted 5 hours.Reaction is finished
Afterwards, Distillation recovery diethylamine, then carry out vacuum distillation and obtain diethylamino ethanethiol.Product yield is 99%, and purity is
98.9%.Product purity is by gas chromatographic detection.
Embodiment 4
12kg thiirane is added in 100L closed reactors, is slowly stirred, is added 18kg diethylamine, be heated to 30
After DEG C, Deca 1kg mass-volume concentration is 2.7% sodium hydroxide solution, after completion of dropping, is reacted 4 hours.Reaction is finished
Afterwards, Distillation recovery diethylamine, then carry out vacuum distillation and obtain diethylamino ethanethiol.Product yield is 98.3%, and purity is
99.1%.Product purity is by gas chromatographic detection.
Embodiment 5
5kg thiirane is added in 50L closed reactors, is slowly stirred, is added 7kg diethylamine, is heated to 30 DEG C
Afterwards, Deca 0.5kg mass-volumetric concentration is 2.9% sodium hydroxide solution, after completion of dropping, is reacted 4 hours.Reaction is finished
Afterwards, Distillation recovery diethylamine, then carry out vacuum distillation and obtain diethylamino ethanethiol.Product yield is 97.9%, and purity is
99%.Product purity is by gas chromatographic detection.
Embodiment 6
5kg thiirane is added in 50L closed reactors, is slowly stirred, is added 6kg diethylamine, is heated to 35 DEG C
Afterwards, Deca 0.7kg mass-volumetric concentration is 3% sodium hydroxide solution, after completion of dropping, is reacted 5 hours.After completion of the reaction,
Distillation recovery diethylamine, then carry out vacuum 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. a kind of preparation method of diethylamino ethanethiol, it is characterised in that its processing step is：First thiirane is inserted
In closed reactor, it is slowly stirred, adds diethylamine, Deca sodium hydroxide solution after being heated to 30 DEG C 40 DEG C to react 4-5 little
When, Distillation recovery diethylamine, last vacuum distillation obtain diethylamino ethanethiol.
2. according to the preparation method of the diethylamino ethanethiol described in claim 1, it is characterised in that the addition of the diethylamine
Measure 1.2-1.5 times for thiirane quality.
3. according to the preparation method of the diethylamino ethanethiol described in claim 1, it is characterised in that the sodium hydroxide solution
For the sodium hydroxide solution that mass-volume concentration is 2-3%, 10%-15% of its addition for thiirane quality.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510457981.7A CN105152990B (en) | 2015-07-30 | 2015-07-30 | Preparation method for diethylaminoethanethiol |
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| CN201510457981.7A CN105152990B (en) | 2015-07-30 | 2015-07-30 | Preparation method for diethylaminoethanethiol |
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| CN105152990A CN105152990A (en) | 2015-12-16 |
| CN105152990B true CN105152990B (en) | 2017-03-22 |
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Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN113387857A (en) * | 2020-03-11 | 2021-09-14 | 新疆上昵生物科技有限公司 | Synthesis process of diethylaminoethanethiol |
| 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 |
| 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 |
| 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 |
| 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 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
-
2015
- 2015-07-30 CN CN201510457981.7A patent/CN105152990B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
Non-Patent Citations (2)
| Title |
|---|
| Some 6-Methoxy-8-quinolylamino Sulfides;HENRYG ILMA, et al.;《Journal of the American Chemical Society》;19451031;第67卷;1843-1845 * |
| Some Reactions of Glycidaldehyde Diethylacetal;JOHN B. ITRIGHT, et al.;《Journal of the American Chemical Society》;19570405;第79卷;1694-1696 * |
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