Herbicidal composition
A technology of herbicidal composition and compound, applied in the direction of herbicide, algicide, biocide, animal repellent, etc., which can solve the problem of long-term growth of weeds
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[0514] The present invention will be specifically illustrated by the following Preparation Examples, Formulation Examples and Test Examples, but the present invention is not limited to these Examples.
[0515] Herein, the term "parts" means parts by weight.
preparation Embodiment 1
[0517] 3.193 g of 4-(2-ethylphenyl)-5-methoxy-2-methyl-3 (2H)-pyridazinone [compound II-1], 50 mL of water, 4.657 g of hydrogen Potassium oxide (purity: 85%) and 5 mL of 1,4-bis The mixture of alkanes was heated at reflux for 36 hours. The reaction mixture was cooled. To the reaction mixture were added concentrated hydrochloric acid, 10 mL of water and 100 mL of ethyl acetate. Insoluble materials in the mixture were removed by filtration, and the filtrate phases were separated. The organic layer was washed successively with water and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was washed with ethyl acetate-hexane mixed solvent (1:2) to obtain 2.050 g of 4-(2-ethylphenyl)-5-hydroxyl-2-methyl-3(2H) as colorless crystals - Pyridazinone [Compound I-a-1].
[0518] Compound I-a-1 and other compounds prepared in the same manner as in Preparation Example 1 are shown in Table 1.
[0519] Compound repres...
preparation Embodiment 2
[0524]Under nitrogen atmosphere, at room temperature, after about 1 hour, 1.9 g of 2-[2-(2,6-diethyl-4-methylphenylacetyl)-2-methylhydrazinylidene] A solution of ethyl propionate [compound VI-2] in 55 mL of toluene was added dropwise to a solution (1 mol / L) of potassium tert-butoxide in tetrahydrofuran (13 mL). The mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure. To the obtained residue was added 30 mL of ice water, followed by washing with tert-butyl methyl ether (20 mL×2). 1.6 g of 35% hydrochloric acid was added to the aqueous layer, followed by extraction with ethyl acetate (20 mL×3). The organic layer was washed with saturated aqueous sodium chloride solution (20 mL×2), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:3) to obtain 0.76 g of a solid. The solid was washed with ...
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