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1-[2-(2-methoxy-5-nitro-phenoxy)]-ethyl 3-methylimidazole salt and preparation method thereof

A technology of methylimidazolium salt and methylimidazolium bromide salt, which is applied in the field of agrochemicals, and achieves the effects of simple preparation method, easy large-scale production, and improved activity effect

Active Publication Date: 2020-01-10
HIGH & NEW TECH RES CENT OF HENAN ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Design and synthesis of a new type of plant growth regulator 1-[2-(2-methoxy-5-nitro-phenoxy)]-ethyl 3-methylimidazolium salt, study its performance, is conducive to the development of new plant growth Regulator, promotes the growth of crops, there is no literature report at present

Method used

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  • 1-[2-(2-methoxy-5-nitro-phenoxy)]-ethyl 3-methylimidazole salt and preparation method thereof
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  • 1-[2-(2-methoxy-5-nitro-phenoxy)]-ethyl 3-methylimidazole salt and preparation method thereof

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Embodiment 1

[0022] Example 1 Preparation of 1-[2-(2-methoxy-5-nitro-phenoxy)]-ethyl 3-methylimidazolium bromide

[0023] The synthesis of a, 2-(2-bromoethoxy)-4-nitroanisole

[0024] In a 1L reaction kettle, add 169g of 5-nitroguaiacol sodium, 740g of 1,2-dibromoethane, 2.0g of 1-butyl-3-methylimidazolium bromide, and 30% hydrogen by mass Sodium oxide solution 200g. Heated to 100°C for 6h. The temperature was lowered to room temperature, the feed liquid was transferred into a separatory funnel, and the layers were allowed to stand, the organic layer was collected, and 520 g of excess 1,2-dibromoethane was recovered by rotary evaporation, and the residue was recrystallized with methanol to obtain intermediate 2-(2 -Bromoethoxy)-4-nitroanisole 199g, yield 82%.

[0025] b, the preparation of 1-[2-(2-methoxy-5-nitro-phenoxy)]-ethyl 3-methylimidazolium bromide

[0026] In the reaction kettle, 100 g of intermediate 2-(2-bromoethoxy)-4-nitroanisole and 120 g of 1-methylimidazole were added. ...

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Abstract

The invention belongs to the technical field of agrochemistry, and relates to a novel plant growth regulator 1-[2-(2-methoxy-5-nitro-phenoxy)]-ethyl 3-methylimidazole salt compound, a preparation method and use thereof. The structure of the compound is shown by the following formula: the biological activity experiments of the compound are carried out on monocotyledonous plant wheat and dicotyledonous plant soybean respectively. The results show that the compound has obvious plant growth promotion effect when the concentration is low and certain inhibition effect when the concentration is high.It is a broad-spectrum plant growth regulator. Moreover, the production process is simple and easy to realize industrial production, providing a new choice for plant growth regulators.

Description

technical field [0001] The invention relates to the field of agrochemical technology, in particular to 1-[2-(2-methoxy-5-nitro-phenoxy)]-ethyl 3-methylimidazolium salt and its preparation method and as a plant growth regulator application of the agent. Background technique [0002] Plant growth regulators can regulate and control different stages of plant growth and development, such as germination, rooting, cell elongation, organ differentiation, flower bud differentiation, flowering, fruiting, defoliation, dormancy, etc. Some of them can increase the protein and sugar content of plants, some can change their shape, and some can enhance the ability of plants to resist cold, drought, salinity and pests. [0003] Plant growth regulators can be obtained by artificial synthesis, the cost is relatively low, and the application is more convenient, for example, production-increasing amine (DCPTA), diethyl diethyl ethyl (DA-6), sodium nitrophenolate, fenfenzuron, chlormequat etc....

Claims

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Application Information

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IPC IPC(8): C07D233/60A01N43/50A01P21/00
CPCC07D233/60A01N43/50
Inventor 李中贤刘小培刘珂珂余学军王俊伟董学亮
Owner HIGH & NEW TECH RES CENT OF HENAN ACAD OF SCI
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