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Cyclopropyl-containing compound, preparation and application methods thereof, and bactericide

A compound, cyclopropyl technology, applied in the field of pesticides, fungicides and fungicides, can solve problems such as prolonged use time, irrational use, and pathogen resistance, and achieve excellent control effects and good market development prospects.

Inactive Publication Date: 2019-03-12
HUAZHONG NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, with the prolonged use of these fungicides and long-term unreasonable use, many pathogenic bacteria have developed serious drug resistance.

Method used

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  • Cyclopropyl-containing compound, preparation and application methods thereof, and bactericide
  • Cyclopropyl-containing compound, preparation and application methods thereof, and bactericide
  • Cyclopropyl-containing compound, preparation and application methods thereof, and bactericide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] This embodiment is used to illustrate the preparation method of the compound shown in formula (1-1)

[0062]

[0063] (1) At 25°C, add 1,3-dichloroacetone (1mol) into 1L of 2M diethyl ether hydrochloride solution, then add tert-butyl nitrite (1mol), continue the reaction at 25°C for 10h, and remove Diethyl ether, after cooling, obtain the crude product of the compound shown in formula (2-1), and wash with 1-chlorobutane, filter, collect filter cake; And the filtrate is recrystallized, filter, also obtain formula (2 The compound shown in -1) was combined to obtain the pure product of the compound shown in formula (2-1) after merging two batches.

[0064] (2) At 25°C, add sodium bicarbonate (5mol) to 1L of the compound (1mol) shown in formula (2-1) in dichloromethane solution, then add 2,6-difluorostyrene (1mol) Add slowly, continue to stir and react for 4h, after the reaction is completed, filter and remove the solvent in the filtrate to obtain the compound represent...

Embodiment 2

[0068] This embodiment is used to illustrate the preparation method of the compound shown in formula (3-1)

[0069]

[0070] Ethyl bromoacetate (12mmol), cesium carbonate (20mmol) and tetrabutylammonium iodide (1mmol) were successively added to the acetonitrile solution of 3-methyl-5-trifluoromethylpyrazole (10mmol), 50°C The mixture was stirred and reacted for 6 hours. After the reaction was completed, it was filtered, the filtrate was concentrated, 20 mL of ethyl acetate was added, extracted and washed with 20 mL*3 of water, concentrated, and purified by normal phase silica gel column chromatography to obtain the compound represented by formula (3-1).

Embodiment 3

[0072] This embodiment is used to illustrate the preparation method of the compound shown in formula (4-1)

[0073]

[0074] Add the compound (10mmol) represented by formula (3-1) into anhydrous tetrahydrofuran solution, under nitrogen protection, at -78°C, slowly add 22mL of lithium bis(trimethylsilyl)amide (1.0M) tetrahydrofuran solution , reacted for 10 min, then added vinyl sulfate (12 mmol) anhydrous tetrahydrofuran, gradually raised to 25 ° C, and continued to react for 3 h. After the reaction was completed, it was quenched with saturated ammonium chloride aqueous solution, extracted with ethyl acetate, dried and concentrated, and purified by column chromatography to obtain the compound represented by formula (4-1).

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Abstract

The invention relates to the field of pesticides and discloses a cyclopropyl-containing compound, preparation and application methods thereof, and a bactericide. The cyclopropyl-containing compound isin a structure shown as the formula (1) or agrochemically acceptable salts, hydrates or solvates. The cyclopropyl-containing compound is excellent or even higher than conventional oomycetes disease preventing pesticides in preventing effects on plant diseases caused by pathogenic oomycetes such as phytophthora infestans, phytophthora capsici, pythium ultimum, phytophthora nicotianae, peronophythora litchi and pseudoperonosphora cubensis, thereby having a good market development prospect.

Description

technical field [0001] The invention relates to the field of pesticide fungicides, in particular to a cyclopropyl-containing compound and a preparation method thereof, the application of the cyclopropyl-containing compound in preventing and treating plant oomycete diseases, and the cyclopropyl-containing compound as a pesticide for sterilization agent application and a fungicide. Background technique [0002] Oomycete is one of the important pathogenic bacteria that cause plant diseases. It has the characteristics of wide parasitic range, strong destructiveness, great damage, and rapid development. It can harm most major economic crops such as potatoes, tomatoes, peppers, grapes, tobacco, and peppers. Wait. Simultaneously, the diseases caused by it are also relatively difficult to control, thus bringing great losses to agricultural production. [0003] The main plant pathogens of oomycetes include Phytophthora infestans, Phytophthora capsici, Pythium ultima, Phytophthora l...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D417/14A01N43/78A01P3/00
CPCA01N43/78C07D417/14
Inventor 杨光富李建龙
Owner HUAZHONG NORMAL UNIV