Uracil-based compounds, and herbicides comprising same
A compound, uracil technology, applied in the field of novel uracil-based compounds and their preparation, can solve problems such as loss of herbicides, and achieve the effects of highly selective herbicidal effect and excellent herbicidal activity
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[0029] The uracil compound represented by the chemical formula 1 according to the present invention includes agrochemically acceptable salts, racemates, enantiomers or diastereomeric compounds of the compound represented by the chemical formula 1.
[0030] In addition, the uracil-based compound represented by the chemical formula 1 according to the present invention may be used in the form of an agrochemically acceptable salt. The agrochemically acceptable salts may include, for example, salts with metal salts, organic bases, inorganic acids, organic acids, basic or acidic amino acids, and the like. Suitable metal salts may include, for example, alkali metal salts such as sodium salts, potassium salts and the like; alkaline earth metal salts such as calcium salts, magnesium salts, barium salts and the like; aluminum salts and the like. Salts with organic bases may include, for example, with trimethylamine, triethylamine, pyridine, picoline, 2,6-lutidine, ethanolamine, diethano...
preparation example 1
[0114] [Preparation Example 1: Synthesis of 2-chloropropionyl chloride]
[0115] To a solution obtained by dissolving 10.8 g of 2-chloropropionic acid in 0.5 mL of dimethylformamide, 17.8 g of thionyl chloride (SOCl2) chloride was added dropwise at 50° C. for 30 minutes. After stirring at the same temperature for 7 hours, distillation was carried out at 112° C. to obtain 9.4 g of pale yellow oil.
[0116] 1 H NMR (CDCl 3 , 300MHz) δ 4.68 (q, 1H, J=7.0Hz), 1.84 (d, 3H, J=7.0Hz).
preparation example 2
[0117] [Preparation Example 2: Synthesis of 3-(2-chloropropionylamino)propionic acid methyl ester]
[0118] To a suspension in which 2.25 g of β-alanine methyl ester hydrochloride was suspended in 10 mL of methylene chloride was added 1.63 g of triethylamine, followed by stirring for 30 minutes. After adding 1.27 g of pyridine and cooling the reaction mixture to 0° C., 2.04 g of 2-chloropropionyl chloride was dissolved in 10 mL of methylene chloride and added dropwise for 20 minutes. The reaction mixture was stirred at room temperature for 2 hours, washed successively with water, 1N hydrochloric acid, saturated sodium bicarbonate, dehydrated, filtered, and concentrated to give 2.9 g of a yellow oil in 93% yield.
[0119] 1 H NMR (CDCl3 , 300MHz) δ7.15(br s, 1H), 4.41(q, 1H, J=7.0Hz), 3.74(s, 3H), 3.58(q, 2H, J=6.1Hz), 2.59(t, 2H, J=6.0 Hz), 1.74 (d, 3H, J=7.1 Hz).
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