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Pyrazinamide compound and application thereof

A kind of technology of pyrazinamide and compound, applied in the field of fungicides, can solve the problems such as structural pyrazinamide compounds that have not been reported

Inactive Publication Date: 2020-06-16
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 pyrazinamide compound as shown in the general formula I of the present invention has not been reported

Method used

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  • Pyrazinamide compound and application thereof
  • Pyrazinamide compound and application thereof
  • Pyrazinamide compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0087] The preparation of embodiment 1 compound 270:

[0088]

[0089] Add 3-methylpyrazine-2-carboxylic acid (200 mg, 1.04 mmol), 10 milliliters of toluene and 1 milliliter of thionyl chloride into the reaction flask, and react at reflux for 2 hours, spin off excess thionyl chloride and solvent for later use . 2-Methyl-3-(pentyl-2-oxy)aniline (201 mg, 1.04 mmol) was dissolved in 10 mL of dichloromethane, and 1 mL of triethylamine was added. The prepared acid chloride was dissolved in dichloromethane, added dropwise to the above mixture, and reacted at room temperature for 2 hours. The reaction solution was poured into 30 ml of water, extracted three times with dichloromethane, and the organic layer was taken. The organic layer was washed successively 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...

Embodiment 2

[0090] Preparation of Example 2 Compound 344:

[0091]

[0092] Add 3-methylpyrazine-2-carboxylic acid (200 mg, 1.04 mmol), 10 milliliters of toluene and 1 milliliter of thionyl chloride into the reaction flask, and react at reflux for 2 hours, spin off excess thionyl chloride and solvent for later use . 2-Methyl-3-(hexyl-2-oxy)aniline (216 mg, 1.04 mmol) was dissolved in 10 mL of dichloromethane, and 1 mL of triethylamine was added. The prepared acid chloride was dissolved in dichloromethane, added dropwise to the above mixture, and reacted at room temperature for 2 hours. The reaction solution was poured into 30 ml of water, extracted three times with dichloromethane, and the organic layer was taken. The organic layer was washed successively 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 ...

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PUM

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Abstract

The invention belongs to the field of bactericides, and relates to a pyrazinamide compound and a bactericidal application thereof, wherein the pyrazinamide compound is represented by a general formulaI, and each substituent group in the general formula I is defined in the specification. The compound represented by the general formula I has excellent bactericidal activity and can be used for preventing and treating fungal diseases.

Description

technical field [0001] The invention belongs to the field of fungicides. It relates to a pyrazinamide compound and its bactericidal application. Background technique [0002] Because fungicides are used for a period of time, diseases will develop resistance to them, therefore, there is a constant need to invent new and improved compounds and compositions with fungicidal activity. [0003] The fungicidal activity of amide compounds has been reported. For example, WO2015074614A1 discloses compound KC (compound 9 in the patent) and its fungicidal activity. [0004] [0005] In the prior art, no pyrazinamide compounds with the structure shown in the general formula I of the present invention have been reported. Contents of the invention [0006] The object of the present invention is to provide a kind of pyrazinamide compound with better bactericidal activity, which can be applied to the prevention and treatment of diseases in agriculture. [0007] To achieve the above ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D241/24C07D231/14A01N43/60A01N43/56A01P3/00
CPCC07D241/24C07D231/14A01N43/60A01N43/56
Inventor 王刚杨辉斌兰杰郝泽生李志念陈霖李斌
Owner SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD