Amide derivatives, process for production of the same, and method for application thereof as insecticide
A compound, C1-C4 technology, applied in botany equipment and methods, chemicals for biological control, biocides, etc., can solve problems such as unrecorded insect activity
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Embodiment 1-1
[0727] Preparation of N-(2,6-Dimethyl-4-heptafluoroisopropyl)phenyl 3-nitrobenzamide
[0728] Add 20.0 g of 2,6-dimethyl-4-heptafluoroisopropylaniline and 11.0 g of pyridine to 100 ml of tetrahydrofuran, stir at room temperature to make a solution, and slowly add 3 dissolved in 20 ml of tetrahydrofuran to the solution. -Nitrobenzoyl chloride 13.0g. After stirring for 10 hours at room temperature, ethyl acetate and water were added to the reaction solution. After the liquid separation operation, the organic layer was separated and dried with anhydrous magnesium sulfate. The above solution was filtered, the filtrate was collected, and the residue obtained by distilling off the solvent under reduced pressure was washed with a hexane-diisopropyl ether mixed solvent to obtain 26.0 g (yield 85%) of a white solid of the target product.
[0729] 1 H-NMR(CD Cl 3 , Ppm) δ 2.33 (6H, s), 7.37 (2H, s), 7.68 (1H, s), 7.72 (1H; t, J = 8.1 Hz), 8.28 (1H, d, J = 8.1 Hz), 8.44 (1H, dd, J = 1.2, 8.1...
Embodiment 1-2
[0731] Preparation of N-(2,6-Dimethyl-4-heptafluoroisopropyl)phenyl 3-aminobenzamide (Compound No. I-2)
[0732] Add 0.90 g of N-(2,6-dimethyl-4-heptafluoroisopropyl) phenyl 3-nitrobenzamide and 1.56 g of stannous chloride anhydride to 25 ml of ethanol, and at room temperature Stir to make a solution, add 2ml of concentrated hydrochloric acid to the solution, and stir at 60°C for 1 hour. After returning to room temperature, the reaction solution was poured into water, and potassium carbonate was used for neutralization. Ethyl acetate was added and the insoluble matter was removed by filtration, and then the organic layer was separated and dried with anhydrous magnesium sulfate. The solution was filtered, the filtrate was collected, and the residue obtained by distilling off the solvent under reduced pressure was washed with hexane to obtain 0.44 g (yield 53%) of a white solid of the target product.
[0733] 1 H—NMR(CDCl 3 , Ppm)δ 2.34 (6H, s), 3.87 (2H, broad), 6.86—6.89 (1H, m), ...
Embodiment 1-3
[0735] Preparation of N-(2,6-Dimethyl-4-heptafluoroisopropyl)phenyl 3-(benzoylamino)benzamide (Compound No. 10)
[0736] Add 0.25 g of N-(2,6-dimethyl-4-heptafluoroisopropyl) phenyl 3-aminobenzamide and 0.06 g of pyridine to 5 ml of tetrahydrofuran and stir at room temperature to make a solution. 0.09 g of benzoyl chloride dissolved in 1 ml of tetrahydrofuran was added dropwise. After stirring at room temperature for 1 hour, ethyl acetate and 1N hydrochloric acid were added, the organic layer was separated, and the organic layer was washed once with a saturated sodium bicarbonate aqueous solution and dried with anhydrous magnesium sulfate. The above-mentioned solution was filtered, the filtrate was collected, and the precipitated solid was washed with diisopropyl ether by distilling off the solvent under reduced pressure to obtain 0.29 g (yield: 92%) of a white solid of the target product.
[0737] 1 H-NMR(DMSO-d 6 , Ppm) δ 2.37 (6H, s), 7.34 (2H, s), 7.46-7.57 (4H, m), 7.75 (1H, ...
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