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1-(3-amino-1, 2, 4-triazole)-base-3,3-dimethyl-2-butanone and application thereof

A dimethyl and amino technology, which is applied in the field of plant growth regulators, can solve the problems of plant dwarfing and other problems, and achieve the effects of good regulation, simple synthesis, and significant activity

Inactive Publication Date: 2017-02-15
HEILONGJIANG BAYI AGRICULTURAL UNIVERSITY +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The first object of the present invention is to provide a kind of 1-(3-amino-1,2,4-triazole)-base-3,3-dimethyl-2-butanone, which overcomes most of the present triazoles Plant regulators mainly inhibit the synthesis of gibberellin, leading to the problem of plant dwarfing

Method used

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  • 1-(3-amino-1, 2, 4-triazole)-base-3,3-dimethyl-2-butanone and application thereof
  • 1-(3-amino-1, 2, 4-triazole)-base-3,3-dimethyl-2-butanone and application thereof
  • 1-(3-amino-1, 2, 4-triazole)-base-3,3-dimethyl-2-butanone and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] This example illustrates the preparation of 1-(3-amino-1,2,4-triazol)-yl-3,3-dimethyl-2-butanone.

[0037] 0.12mmol of 3-methyl-1,2,4-triazole was mixed with an equivalent amount of pyridine, and pyridine was used as a catalyst and an acid-binding agent; 70mL of acetonitrile was added as a reaction solvent; 0.099mmol of 1-tert-butyl-2 - Chloro-ethanone and 20ml of acetonitrile are miscible and diluted, and the whole is added to the above reaction system; microwave radiation is 5min, and the radiation power is 100W; after the reaction is completed, cool to room temperature, concentrate under reduced pressure to remove the acetonitrile solvent, dissolve the product in ethanol, and filter , and wash the solid 3 times with ethanol, each time the amount of ethanol is not more than 20mL; the filtrate is combined and concentrated to about 5mL; the concentrated product is separated by column chromatography gradient elution method, wherein the fineness of silica gel is 200-300 me...

Embodiment 2

[0039] This example illustrates the preparation of 1-(3-amino-1,2,4-triazol)-yl-3,3-dimethyl-2-butanone.

[0040] 0.8mmol of 3-methyl-1,2,4-triazole was mixed with an equivalent amount of pyridine, and pyridine was used as a catalyst and an acid-binding agent; 50mL of acetonitrile was added as a reaction solvent; 0.6mmol of 1-tert-butyl-2 - Chloro-ethanone and 10ml of acetonitrile are miscible and diluted, and the whole is added to the above reaction system; microwave radiation is 4min, and the radiation power is 200W; after the reaction is completed, cool to room temperature, concentrate under reduced pressure to remove the acetonitrile solvent, dissolve the product in ethanol, and filter , and wash the solid 3 times with ethanol, each time the amount of ethanol is not more than 20mL; the filtrate is combined and concentrated to about 10mL; the concentrated product is separated by column chromatography gradient elution method, wherein the silica gel fineness is 200-300 mesh, w...

Embodiment 3

[0042] This example illustrates the preparation of 1-(3-amino-1,2,4-triazol)-yl-3,3-dimethyl-2-butanone.

[0043]1.19mmol of 3-methyl-1,2,4-triazole was mixed with an equivalent amount of pyridine, and pyridine was used as a catalyst and an acid-binding agent; 10mL of acetonitrile was added as a reaction solvent; 0.99mmol of 1-tert-butyl-2 - Chloro-ethanone and 15ml of acetonitrile are miscible and diluted, and the whole is added to the above reaction system; microwave radiation for 3 minutes, and the radiation power is 400W; after the reaction is completed, cool to room temperature, concentrate under reduced pressure to remove the acetonitrile solvent, dissolve the product in ethanol, and filter , and wash the solid 3 times with ethanol, each time the amount of ethanol is not more than 20mL; the filtrate is combined and concentrated to about 5mL; the concentrated product is separated by column chromatography gradient elution method, wherein the fineness of silica gel is 200-30...

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Abstract

The invention relates to 1-(3-amino-1, 2, 4-triazole)-base-3,3-dimethyl-2-butanone and the chemical structural formula thereof is illustrated in the description. The invention also provides the preparation method of the 1-(3-amino-1, 2, 4-triazole)-base-3,3-dimethyl-2-butanone and the application of the 1-(3-amino-1, 2, 4-triazole)-base-3,3-dimethyl-2-butanone. According to the technical scheme of the invention, 3-amino-1, 2, 4-triazole and tert-butyl ketone are spliced together to test the plant regulatory activity. The test result shows that, the above compound well regulates the formation of the plant root system instead of dwarfing plants. Meanwhile, the compound is obvious in activity, good in water solubility, simple in synthesis, and low in cost. therefore, the compound can be widely applied in the field of pesticides.

Description

technical field [0001] The invention belongs to the field of plant growth regulators, and relates to 1-(3-amino-1,2,4-triazole)-yl-3,3-dimethyl-2-butanone and application thereof. Background technique [0002] Triazole plant growth regulators refer to compounds containing triazole five-membered rings. Most triazoles have the characteristics of systemic, spectral, stereoselective and other physiological activities. High-efficiency plant growth regulators have attracted people's attention. In the past forty years, people have been actively studying exogenous plant growth regulators in addition to endogenous plant growth regulators. [0003] Triazole plant growth regulators are the main representatives of triadimefon and uniconazole developed by the Japanese in the 1980s, and these two compounds are also the mainstream triazole plant growth regulators in the market, especially uniconazole. Mebutazole, its activity is 6-10 times that of triadimefon. Its mechanism of action is ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D249/14A01N43/653A01P21/00
CPCA01N43/653C07B2200/13C07D249/14
Inventor 冯乃杰蔡光容郑殿峰
Owner HEILONGJIANG BAYI AGRICULTURAL UNIVERSITY
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