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Pyrazole amide compounds and applications thereof

A kind of technology of pyrazole amide and compound, applied in pyrazole amide compound and its application field, can solve the problem that structure pyrazole amide compound has not been reported and the like

Active Publication Date: 2016-04-20
SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In the prior art, the structure of the pyrazole amide compound as shown in the general formula I of the present invention has not been reported

Method used

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  • Pyrazole amide compounds and applications thereof
  • Pyrazole amide compounds and applications thereof
  • Pyrazole amide compounds and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0105] The preparation of embodiment 1 compound 42:

[0106]

[0107] Add 3-(5-trifluoromethylpyridine-2-oxyl group) aniline (500 mg, 2.0 mmoles, synthetic method reference pesticide, 2007,45(5):307-309), triethylamine ( 200 mg, 2.0 mmol) and 10 ml of dichloromethane, add dropwise a solution of 1-methyl-3-difluoromethylpyrazole-4-carbonyl chloride (360 mg, 2.0 mmol) in dichloromethane under stirring at room temperature 10 ml. After dropping, stir overnight at room temperature. The reaction solution was poured into 30 ml of water, and the organic layer was taken. The organic layer was washed with saturated aqueous sodium bicarbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (eluent: ethyl acetate: petroleum ether = 1:1) to obtain 740 mg of compound 42, a yellow solid, melting point 122-124°C.

Embodiment 2

[0108] The preparation of embodiment 2 compound 53:

[0109]

[0110] Add N-(2-(3-aminophenoxy)acetyl)morpholine (370 mg, 1.58 mmol, synthetic method reference Pesticide, 2007,45(5):307-309), triethylamine in the reaction flask (160 mg, 1.58 mmol) and 20 ml of acetonitrile, under stirring in an ice bath, 5 ml of acetonitrile solution of 1-methyl-3-difluoromethylpyrazole-4-formyl chloride (280 mg, 1.42 mmol) was added dropwise . After dropping, reflux, and the reaction was completed after 2 hours. The reaction solution was poured into 30 ml of water, and extracted with 50 ml of ethyl acetate. The organic layer was taken, washed with saturated aqueous sodium bicarbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (eluent: ethyl acetate: petroleum ether = 3:1) to obtain 100 mg of compound 53 as a yellow solid, melting point 145-146°C.

[0111] ...

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Abstract

The invention belongs to the field of bactericides, and specifically relates to pyrazole amide compounds and applications thereof. The pyrazole amide compounds are represented by the formula (I), wherein the definitions of each substituent are represented in the description. The compounds represented by the formula (I) have an excellent bactericidal activity and can be used to control diseases caused by plant fungi.

Description

technical field [0001] The invention belongs to the field of fungicides, in particular to a pyrazole amide compound and its application. Background technique [0002] Since diseases develop resistance to fungicides after a period of use, there is a constant need to invent new and improved compounds and compositions with fungicidal activity. [0003] The bactericidal activity of pyrazole amide compounds has been reported, such as the Journal of Agrochemical Sciences, 2011, 13(6):576-580, which discloses compound KC (compound 7g in the article) and its bactericidal activity. [0004] [0005] In the prior art, no pyrazole amide compound with a structure as shown in the general formula I of the present invention has been reported. Contents of the invention [0006] The object of the present invention is to provide a kind of pyrazole amide compounds with better bactericidal activity, which can be applied to the prevention and treatment of diseases in agriculture, forestry ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D231/14C07D409/12C07D401/12C07D403/12C07D413/12A01N43/56A01N43/76A01N43/60A01N43/84A01P3/00
Inventor 吕亮王刚王斌吴沙沙单中刚李玉钢刘吉永李斌
Owner SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD
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