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Synthetic method for N-vinyl-triazole compound

A synthesis method and triazole technology are applied in the field of organic synthesis, which can solve the problems of high synthesis cost and harsh reaction conditions, and achieve the effects of good substrate applicability and easy operation.

Inactive Publication Date: 2013-10-02
孟祥英
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The method requires at least 3 steps from the raw material to the final product, the average yield of each step is about 50-60%, and the total yield of synthesis is only about 10-20%; The steps also need to take anhydrous and anaerobic measures, so the synthesis cost is expensive

Method used

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  • Synthetic method for N-vinyl-triazole compound
  • Synthetic method for N-vinyl-triazole compound
  • Synthetic method for N-vinyl-triazole compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1: N-vinyl 1,2,3-triazole

[0026] Add 150ml (1.62mol) of vinyl acetate, 0.2g of hydroquinone, 9.5g of mercury acetate, 9.6ml of trifluoroacetic acid, and 37.0g (0.51mol) of 1,2,3-triazole Put it into a 500ml flask with a spherical condenser, and add a stirring magnet to it, stir it strongly under normal temperature for 10-20min, then heat it, and control the reaction temperature to 60°C. The whole reaction device was ventilated with nitrogen, and the reaction was carried out under the protection of nitrogen. After reacting for 3 hours, stop heating and stirring, and let it stand for cooling. At this time, the solution was dark brown. The solution in the flask was distilled under reduced pressure, and the unreacted vinyl acetate was evaporated under reduced pressure. The remaining liquid in the flask was neutralized with saturated sodium bicarbonate solution until the pH was close to 7. The neutralized liquid was added to a separatory funnel, extracted three t...

Embodiment 2

[0029] Example 2: N-vinyl 1,2,3-triazole

[0030] Add 150ml (1.62mol) of vinyl acetate, 0.2g of hydroquinone, 9.5g of mercury acetate, 9.6ml of trifluoroacetic acid, and 37.0g (0.51mol) of 1,2,3-triazole Put it into a 500ml flask with a spherical condenser, and add a stirring magnet to it, stir it vigorously under normal temperature for 10-20min, then heat it, and control the reaction temperature to 65°C. The whole reaction device was ventilated with nitrogen, and the reaction was carried out under the protection of nitrogen. After reacting for 3 hours, stop heating and stirring, and let it stand for cooling. At this time, the solution was dark brown. The solution in the flask was distilled under reduced pressure, and the unreacted vinyl acetate was evaporated under reduced pressure. The remaining liquid in the flask was neutralized with saturated sodium bicarbonate solution until the pH was close to 7. The neutralized liquid was added to a separatory funnel, extracted three t...

Embodiment 3

[0033] Example 3: N-vinyl 1,2,3-triazole

[0034] Add 150ml (1.62mol) of vinyl acetate, 0.2g of hydroquinone, 9.5g of mercury acetate, 9.6ml of trifluoroacetic acid, and 37.0g (0.51mol) of 1,2,3-triazole Put it into a 500ml flask with a spherical condenser, and add a stirring magnet to it, stir it vigorously under normal temperature for 10-20min, then heat it, and control the reaction temperature to 70°C. The whole reaction device was ventilated with nitrogen, and the reaction was carried out under the protection of nitrogen. After reacting for 3 hours, stop heating and stirring, and let it stand for cooling. At this time, the solution was dark brown. The solution in the flask was distilled under reduced pressure, and the unreacted vinyl acetate was evaporated under reduced pressure. The remaining liquid in the flask was neutralized with saturated sodium bicarbonate solution until the pH was close to 7. The neutralized liquid was added to a separatory funnel, extracted three...

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Abstract

The invention provides a synthetic method for an N-vinyl-triazole compound, particularly relates to the fact that the N-vinyl-triazole compound is synthesized by 1,2,3-triazole, 1, 2, 4-triazole, 1, 3, 4-triazole compounds and vinyl acetate under the reaction condition of trifluoroacetic acid / acetic acid as a catalyst, and belongs to the technical field of organic synthesis. A triazole compound, namely a five-membered ring containing three nitrogen and derivant of the five-membered ring have wide biological activity, and a coordination compound formed by the triazole compound and metal has many remarkable application prospects on function materials, organic synthesis, medicine, medical science and the like. Based on the view point of the high molecule structural design, the coupled reaction of substituent of vinyl and various functional triazole groups is realized to prepare novel allyl monomers used for polymerization reaction, and the allyl monomers can be used for preparing functional polymer materials with different molecular weight in a homopolymerisation and copolymerization manner.

Description

[0001] technical field [0002] The invention relates to a synthetic method of N-vinyl-triazole compounds, in particular to 1,2,3-triazoles; 1,2,4-triazoles; 1,3,4-triazoles The invention relates to synthesizing N-vinyl-triazole compounds under the reaction condition of catalyst trifluoroacetic acid / mercuric acetate with vinyl acetate, belonging to the technical field of organic synthesis. Background technique [0003] Nitrogen-containing heterocycles are a class of compounds with important application value and good biological activity. Many heterocycles have been developed as new medicines and pesticides, which play an important role in human health and agricultural production. The five-membered ring containing three nitrogens and its derivatives, ie, triazole compounds, are one of the research and synthesis fields that have developed very actively in recent years, and these compounds have also attracted the attention of more and more chemists. Triazole itself has a wid...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/04C07D249/08C08F26/06
Inventor 孟祥英
Owner 孟祥英
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