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Oxazolyl quinoline organic copper compound, preparation method of the oxazolyl quinoline organic copper compound, oxazolyl quinoline organic copper compound agent, and use of the oxazolyl quinoline organic copper compound in prevention and treatment of crop diseases

A technology of oxazoquinolines and compounds, applied in the field of prevention and treatment of agricultural plant diseases, oxazoquinoline organic copper compounds and their preparation methods, and preparations, can solve the problems of weak effect, low cost, and increased control costs, and achieve Ease of industrial production, mild reaction conditions, and good cost advantages

Inactive Publication Date: 2012-06-27
NORTHWEST A & F UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is characterized by an advantageous protective fungicide with low cost, but its disadvantages are: first, it is easy to cause phytotoxicity, and its use is prohibited or restricted during the flowering and young fruit stages; second, its miscibility is poor, and most of the inorganic copper preparations are Alkaline pesticides cannot be mixed with most pesticides, which is inconvenient to use; third, it is easy to cause the proliferation of mites and rust ticks, which increases the cost of control in disguise; fourth, the treatment effect is not strong, and it is not easy to use on rice. use
[0008] Although copper fungicides have many advantages, excessive copper ions can easily cause phytotoxicity to crops
Have not yet seen the relevant report of novel oxazoquinoline compound copper-3-hydroxyl-5-methylisoxazole-8-hydroxyquinoline and its preparation method, and have not found the novel oxazoquinoline compound Related reports on the application of copper-3-hydroxy-5-methylisoxazole-8-hydroxyquinoline in the control of agricultural plant diseases

Method used

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  • Oxazolyl quinoline organic copper compound, preparation method of the oxazolyl quinoline organic copper compound, oxazolyl quinoline organic copper compound agent, and use of the oxazolyl quinoline organic copper compound in prevention and treatment of crop diseases
  • Oxazolyl quinoline organic copper compound, preparation method of the oxazolyl quinoline organic copper compound, oxazolyl quinoline organic copper compound agent, and use of the oxazolyl quinoline organic copper compound in prevention and treatment of crop diseases
  • Oxazolyl quinoline organic copper compound, preparation method of the oxazolyl quinoline organic copper compound, oxazolyl quinoline organic copper compound agent, and use of the oxazolyl quinoline organic copper compound in prevention and treatment of crop diseases

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Dissolve 9.6g of hydroxylamine hydrochloride (industrial product) with a purity of 98% in 100ml of pure water, add 50ml of a 30% mass fraction of sodium hydroxide aqueous solution to neutralize after cooling to 5°C to obtain a mixed solution, and mix the solution dropwise (0.02-0.04ml per drop) was added dropwise to 100ml of ethyl acetoacetate, and the dropwise addition was completed within 15 minutes. The temperature was controlled at 5°C, and the reaction was stirred for 1.5 hours. After the reaction was completed, 30ml of concentrated sulfuric acid with a mass fraction of 98% was added. Stir the reaction at 25°C for 2h, concentrate in vacuo after the reaction to obtain light yellow crystals, heat the light yellow crystals with benzene to reflux for 2h, evaporate the solvent, and finally recrystallize with n-hexane to obtain the compound 3-hydroxy-5-methyliso Oxazole, get the 3-hydroxyl-5-methylisoxazole that 4.6g makes, 7.4g purity is 98% 8-hydroxyquinoline and 240ml ...

Embodiment 2

[0037] The preparation method of copper-3-hydroxyl-5-methylisoxazole-8-hydroxyquinoline is the same as in Example 1.

[0038] Take the following materials in percentage by weight: 20.0% of copper-3-hydroxyl-5-methylisoxazole-8-hydroxyquinoline prepared in this example, 1.0% of octylphenol polyoxyethylene ether, two 4.5% sodium butylnaphthalene sulfonate formaldehyde condensate, 74.5% white carbon black, according to the above ratio, the materials are fully mixed, ground and passed through a 320-mesh sieve to obtain a 20% oxazoquinoline organocopper compound wettable powder.

[0039] The test strain is rice bacterial blight, which is provided by the Pesticide Research Institute of Northwest Agriculture and Forestry University. The prepared 20% oxazoquinoline organocopper compound wettable powder is determined by routine antibacterial tests according to conventional methods. The wettable powder of %hymexazol or carbendazim (the auxiliary materials and their contents are all the ...

Embodiment 3

[0041] Get 5.0g commercially available purity and be 98% hymexazol, 7.6g purity be 98% 8-hydroxyquinoline and 200ml mass fraction be the methanol aqueous solution of 95% one-time drop in 500ml reaction bottle, at the temperature of 85 ℃ Heat and dissolve under low temperature to obtain solution A; add 2.5g of copper sulfate pentahydrate with a purity of 99% and 25ml of distilled water into a 500ml reaction flask, heat, and stir at a temperature of 40°C to fully dissolve it. After complete dissolution, add solution A drop by drop (0.02-0.04ml per drop) to the aqueous solution of copper sulfate under the action of stirring, complete the dropwise addition within 25 minutes, then control the temperature at 65°C, and stir for 1 hour After the reaction, let it stand for precipitation for 4 hours. After the layers are fully separated, remove the upper layer solution, and the dark green precipitate in the lower layer is washed with absolute ethanol (or ethanol) and water in turn, and t...

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Abstract

The invention discloses an oxazolyl quinoline organic copper compound, a preparation method of the oxazolyl quinoline organic copper compound, an oxazolyl quinoline organic copper compound agent and a use of the oxazolyl quinoline organic copper compound in prevention and treatment of crop diseases. The preparation method provided by the invention comprises the following steps that based on an aqueous phase method, hydroxylamine hydrochloride and ethyl acetoacetate undergo a reaction to produce 3-hydroxy-5-methylisoxazole; the 3-hydroxy-5-methylisoxazole, 8-hydroxyquinoline and a divalent copper salt are added into an organic solvent and undergo a reaction for 1 to 3 hours; and the reaction products are subjected to separation, washing and drying to obtain the oxazolyl quinoline organic copper compound which is a novel oxazolyl quinoline of copper-3-hydroxy-5-methylisoxazole-8-hydroxyquinoline. The preparation method provided by the invention is simple, can be realized easily, has a low cost and does not produce environmental pollution. The novel oxazolyl quinoline of copper-3-hydroxy-5-methylisoxazole-8-hydroxyquinoline has stable properties and a wide sterilization spectrum, can be widely utilized for preventing and treating diseases of tomato late blight, cucumber downy mildew, lychnee downy mildew and apple ring rot disease, has effects of preventing and treating diseases caused by fusarium sp., aphanomyces invadans, pythium aphanidermatum and corticiaceae, and has special effects of treating various soil-borne diseases and seedling blight.

Description

technical field [0001] The invention belongs to the technical field of pesticide chemical industry, and in particular relates to an oxazoquinoline organic copper compound, a preparation method, a preparation and an application in preventing and treating agricultural plant diseases. Background technique [0002] The molecular formula of 3-hydroxy-5-methylisoxazole (hymexazole) is C 4 h 5 NO 2 , the molecular weight is 99, soluble in most organic solvents, stable in acid and alkali solutions, non-corrosive, is a systemic fungicide and plant growth regulator, has systemic and conductivity, can be directly absorbed by Absorbed by the roots of the plant, enter the plant body, and move extremely quickly. It moves to the stem within 3 hours after moving in the root system, and moves to the whole body of the plant within 24 hours. Its metabolites in the plant are two kinds of glucosides, which can promote the growth of plants. The role of growth and root development. In addition...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D261/12A01N43/80A01P1/00A01P3/00
Inventor 王永华张慧晓刘蒙蒙周伟王高学段金友
Owner NORTHWEST A & F UNIV
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