A kind of pyrazole amide compound and its application
A technology of pyrazole amides and compounds, which is applied in the field of fungicides and can solve problems such as structural pyrazole amides that have not been reported.
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[0038] The following synthesis examples and biological activity measurement examples can be used to further illustrate the present invention, but are not meant to limit the present invention.
[0039] synthetic example
example 1
[0040] The preparation of example 1 compound 1:
[0041]
[0042] Add m-isopropoxyaniline (130 mg, 0.85 mmol, synthetic method refer to Bioorganic & Medicinal Chemistry, 2012, 20(3): 1213-1221), triethylamine (90 mg, 0.85 mmol) and 10 ml In dichloromethane, add 1-methyl-3-difluoromethylpyrazole-4-carbonyl chloride (170 mg, 0.85 mmol, synthetic method refer to Example 6 in patent WO2008053043A1) dropwise under stirring at room temperature in dichloromethane solution 10 ml. After dropping, the reaction was carried out at room temperature, and the reaction was completed after 3 hours. 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 = 1:2) to obtain 180 mg ...
example 2
[0043] The preparation of example 2 compound 4:
[0044] (1) Synthesis of 1-(2-butoxy)-2-methyl-3-nitrobenzene
[0045]
[0046] To a DMF solution of 2-methyl-3-nitrophenol (2.00 g, 13.06 mmol) was added 2-bromo-sec-butane (2.14 g, 15.17 mmol) and potassium carbonate (2.16 g, 15.17 mmol), at The reaction was carried out at 90° C. for 2 hours. The reaction was stopped, ethyl acetate and water were added for extraction, the organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated to dryness, and the residue was purified by column chromatography (ethyl acetate:petroleum ether=1:100) to obtain 1.65 g of solid.
[0047] (2) Synthesis of 2-methyl-3-(2-butoxy)aniline
[0048]
[0049] Add hydrazine hydrate (5.97 g, content: 40%, 47.76 mmol) to a solution of 1-(2-butoxy)-2-methyl-3-nitrobenzene (1.25 g, 5.97 mmol) in ethanol and 0.06 g of 10% palladium carbon, refluxed for two hours. Stop the reaction, filter, add...
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