CN102344374B - Preparation method of dipropargylamine - Google Patents
Preparation method of dipropargylamine Download PDFInfo
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- CN102344374B CN102344374B CN201110218284.8A CN201110218284A CN102344374B CN 102344374 B CN102344374 B CN 102344374B CN 201110218284 A CN201110218284 A CN 201110218284A CN 102344374 B CN102344374 B CN 102344374B
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- propargylamine
- dipropargylamine
- triethylamine
- preparation
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Abstract
The invention discloses a preparation method of dipropargylamine. The method comprises the steps of: adding triethylamine and propargylamine into a flask in certain proportion, conducting cooling in water bath, adding chloroallylene equal to propargylamine in molar dropwisely at a temperature of 20-30DEG C, then stirring the mixture for 1h; then conducting filtration so as to remove triethylamine hydrochloride, and subjecting the filtrate to normal pressure recovery of triethylamine and propargylamine till a temperature of 115-125DEG C, then carrying out reduced pressure distillation, thus obtaining dipropargylamine. The preparation method provided in the invention has the advantages of simplicity, easily controllable reaction conditions, low production cost, and high dipropargylamine yield. Besides, the product of the invention is a new compound boasting wide application.
Description
Technical field
The present invention relates to a kind of preparation method of dipropargylamine, belong to fine chemistry industry compound preparation field.
Background technology
Propargylamine is colourless or light yellow transparent liquid, boiling point: 82-83 ℃, refractive index: 1.449, relative density: 0.803, its synthetic method be take amine salt as catalyzer, and N-proyl-phthalic imidine and high boiling point amine react in 160-180 ℃, and the cut of collecting 80-85 ℃ is propargylamine; Described high boiling point amine is selected from benzylamine or thanomin or Triethylenetetramine (TETA), and described amine salt is hydrochloride or the sulfuric acid of described high boiling point amine.According to the preparation method of propargylamine, thereby further think deeply the synthetic method of analogue.
Summary of the invention
The object of the present invention is to provide a kind of preparation method of dipropargylamine.
The present invention adopts following technical scheme to achieve these goals:
The preparation method of dipropargylamine, is characterized in that comprising the following steps:
(1) to the triethylamine and the propargylamine that add certain proportioning in flask, water-bath is cooling, in 20-30 ℃ of dropping and the equimolar propargyl chloride of propargylamine, controls and drips off for about 1 hour, drips off and stirs 1 hour again;
(2) remove by filter triethylamine hydrochloride, filtrate normal pressure recovery triethylamine and propargylamine are to 115-125 ℃, then rectification under vacuum obtains dipropargylamine.
The preparation method of described dipropargylamine, is characterized in that: described triethylamine and propargylamine proportioning are 2:1.
Beneficial effect of the present invention:
Preparation method of the present invention is simple, easy control of reaction conditions, and production cost is low, and the dipropargylamine yield obtaining is high, and product of the present invention is new compound, and applicability is wide.
Embodiment
embodiment 1:the preparation method of dipropargylamine, comprises the following steps:
(1) to adding proportioning in flask, be triethylamine and the propargylamine of 2:1, water-bath is cooling, in 25 ℃ of droppings and the equimolar propargyl chloride of propargylamine, controls and drips off for 1 hour, drips off and stirs 1 hour again;
(2) remove by filter triethylamine hydrochloride, filtrate normal pressure reclaims triethylamine and propargylamine to 120 ℃, then rectification under vacuum obtains dipropargylamine 45g.
Claims (1)
1. a preparation method for dipropargylamine, is characterized in that comprising the following steps:
(1) to the triethylamine and the propargylamine that add certain proportioning in flask, water-bath is cooling, in 20-30 ℃ of dropping and the equimolar propargyl chloride of propargylamine, controls and drips off for about 1 hour, drips off and stirs 1 hour again;
(2) remove by filter triethylamine hydrochloride, filtrate normal pressure recovery triethylamine and propargylamine are to 115-125 ℃, then rectification under vacuum obtains dipropargylamine.
Described triethylamine and propargylamine proportioning are 2:1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110218284.8A CN102344374B (en) | 2011-08-02 | 2011-08-02 | Preparation method of dipropargylamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110218284.8A CN102344374B (en) | 2011-08-02 | 2011-08-02 | Preparation method of dipropargylamine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102344374A CN102344374A (en) | 2012-02-08 |
| CN102344374B true CN102344374B (en) | 2014-04-02 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| CN201110218284.8A Active CN102344374B (en) | 2011-08-02 | 2011-08-02 | Preparation method of dipropargylamine |
Country Status (1)
| Country | Link |
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| CN (1) | CN102344374B (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3120566A (en) * | 1960-05-02 | 1964-02-04 | Thiokol Chemical Corp | Propargyl nitramine and method of making the same |
| US3230701A (en) * | 1961-10-06 | 1966-01-25 | Texaco Experiment Inc | Two step reaction propulsion method |
-
2011
- 2011-08-02 CN CN201110218284.8A patent/CN102344374B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3120566A (en) * | 1960-05-02 | 1964-02-04 | Thiokol Chemical Corp | Propargyl nitramine and method of making the same |
| US3230701A (en) * | 1961-10-06 | 1966-01-25 | Texaco Experiment Inc | Two step reaction propulsion method |
Non-Patent Citations (5)
| Title |
|---|
| Donald S.Middleton等.Highly potent and selective zwitterionic agonists of the δ-opioid receptor. Part 1.《Bioorganic & Medicinal Chemistry Letters》.2005,第16卷第907页. |
| Donald S.Middleton等.Highly potent and selective zwitterionic agonists of the δ-opioid receptor. Part 1.《Bioorganic & * |
| Formation of oligotriazoles catalysed by cucurbituril;Theodora C. Krasia等;《Chemical Communications (Cambridge, United Kingdom)》;20011130(第1期);第22页第1栏倒数第二段 * |
| Medicinal Chemistry Letters》.2005,第16卷第907页. * |
| Theodora C. Krasia等.Formation of oligotriazoles catalysed by cucurbituril.《Chemical Communications (Cambridge, United Kingdom)》.2001,(第1期),第22-23页. |
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| Publication number | Publication date |
|---|---|
| CN102344374A (en) | 2012-02-08 |
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