CN102344374A - Preparation method of dipropargylamine - Google Patents
Preparation method of dipropargylamine Download PDFInfo
- Publication number
- CN102344374A CN102344374A CN2011102182848A CN201110218284A CN102344374A CN 102344374 A CN102344374 A CN 102344374A CN 2011102182848 A CN2011102182848 A CN 2011102182848A CN 201110218284 A CN201110218284 A CN 201110218284A CN 102344374 A CN102344374 A CN 102344374A
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- Prior art keywords
- propargylamine
- triethylamine
- preparation
- dipropargylamine
- propargylamines
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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 two propargylamines, belong to fine chemistry industry compound field.
Background technology
Propargylamine is colourless or light yellow transparent liquid, boiling point: 82-83 ℃, and refractive index: 1.449; Relative density: 0.803; Its synthesis method is catalyzer with the amine salt, and N-proyl-phthalic imidine and high boiling point amine are in 160-180 ℃ of reaction, 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 the hydrochloride or the sulfuric acid of said high boiling point amine.According to the preparation method of propargylamine, thereby further think deeply the synthesis method of analogue.
Summary of the invention
The object of the present invention is to provide a kind of preparation method of two propargylamines.
The present invention adopts following technical scheme to achieve these goals:
The preparation method of two propargylamines is characterized in that may further comprise the steps:
(1) in flask, add the triethylamine and the propargylamine of certain proportioning, the water-bath cooling in 20-30 ℃ of dropping and the equimolar propargyl chloride of propargylamine, is controlled and was dripped off in about 1 hour, drips off restir 1 hour;
(2) remove by filter triethylamine hydrochloride, filtrating normal pressure recovery triethylamine and propargylamine are to 115-125 ℃, and rectification under vacuum gets two propargylamines again.
The preparation method of described two propargylamines is characterized in that: described triethylamine and propargylamine proportioning are 2:1.
Beneficial effect of the present invention:
Preparing method of the present invention is simple, easy control of reaction conditions, and production cost is low, and the two propargylamine yields that obtain are high, and product of the present invention is new compound, and applicability is wide.
Embodiment
Embodiment 1:The preparation method of two propargylamines may further comprise the steps:
(1) in flask, adding proportioning is triethylamine and the propargylamine of 2:1, and the water-bath cooling in 25 ℃ of droppings and the equimolar propargyl chloride of propargylamine, is controlled 1 hour and dripped off, and drips off restir 1 hour;
(2) remove by filter triethylamine hydrochloride, the filtrating normal pressure reclaims triethylamine and propargylamine to 120 ℃, and rectification under vacuum gets two propargylamine 45g again.
Claims (2)
1. the preparation method of a propargylamine is characterized in that may further comprise the steps:
(1) in flask, add the triethylamine and the propargylamine of certain proportioning, the water-bath cooling in 20-30 ℃ of dropping and the equimolar propargyl chloride of propargylamine, is controlled and was dripped off in about 1 hour, drips off restir 1 hour;
(2) remove by filter triethylamine hydrochloride, filtrating normal pressure recovery triethylamine and propargylamine are to 115-125 ℃, and rectification under vacuum gets two propargylamines again.
2. the preparation method of two propargylamines according to claim 1 is characterized in that: 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 true CN102344374A (en) | 2012-02-08 |
| CN102344374B CN102344374B (en) | 2014-04-02 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| 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 (3)
| Title |
|---|
| 《Bioorganic & Medicinal Chemistry Letters》 20051115 Donald S.Middleton等 Highly potent and selective zwitterionic agonists of the delta-opioid receptor. Part 1 第907页 1-2 第16卷, * |
| DONALD S.MIDDLETON等: "Highly potent and selective zwitterionic agonists of the δ-opioid receptor. Part 1", 《BIOORGANIC & MEDICINAL CHEMISTRY LETTERS》, vol. 16, 15 November 2005 (2005-11-15), pages 907 * |
| THEODORA C. KRASIA等: "Formation of oligotriazoles catalysed by cucurbituril", 《CHEMICAL COMMUNICATIONS (CAMBRIDGE, UNITED KINGDOM)》, no. 1, 30 November 2001 (2001-11-30), pages 22 - 23 * |
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| Publication number | Publication date |
|---|---|
| CN102344374B (en) | 2014-04-02 |
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