Benzoxazole phenoxy carboxylic acid amide compound and preparation method thereof
The technology of a compound and an acylating agent is applied in the field of benzoxazole phenoxycarboxylic acid amide compounds and the preparation thereof, and can solve the problems of pesticide residues, large dosage, and phytotoxicity of herbicides, and achieves good herbicidal effect, Small dosage and broad herbicidal spectrum
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Embodiment 1
[0058] Embodiment 1: the synthesis of compound 1
[0059]
[0060] Add 500g of DMF to a 1000mL four-neck flask, put in 100g of compound A, 113.6g of potassium carbonate and 5g of tetrabutylammonium bromide, raise the temperature to 60°C, add dropwise a mixed solution of 113.5g of compound B in 50g of DMF, and control the temperature at 55-60 ℃, the dropwise addition is completed, and the reaction is about 2 hours. After the reaction is completed, add it to 1000g of water, adjust the pH to 7-8 with hydrochloric acid, stir for 1 hour, filter, and the solid is etherified, and dry it.
[0061] Add 500g of dichloroethane into a 1000ml four-necked bottle, add 100g of compound C, raise the temperature to 50°C, add 42.8g of thionyl chloride dropwise, control the temperature at 50-55°C, finish the dropwise addition, react for 1 hour, and the reaction ends. The acid chloride reaction solution is for use. Add 75g of water, 24.48g of 25% ammonia water, 38.16g of sodium carbonate, and ...
Embodiment 2
[0062] Embodiment 2: the synthesis of compound 2
[0063]
[0064] The acid chloride reaction solution is the same as in Example 1.
[0065] Add 75g of water, 27.95g of 40% monomethylamine aqueous solution, 38.16g of sodium carbonate, and 5g of triethylamine to 1000ml, cool down to 0-5°C, add the acid chloride reaction solution dropwise, control the temperature at 5-10°C, the dropwise addition is completed, and the reaction 1 Hours, the reaction is over, the layers are separated, the organic phase is precipitated, and the crude product is obtained. Add 200g of methanol and heat up to 50°C to dissolve, cool to 5°C, a solid is precipitated, and the product is filtered to obtain a white solid. Yield: 71%, content: 95% .
Embodiment 3
[0066] Embodiment 3: the synthesis of compound 3
[0067]
[0068] The acid chloride reaction solution is the same as in Example 1.
[0069] Add 75g of water, 40.57g of 40% dimethylamine aqueous solution, 38.16g of sodium carbonate, and 5g of triethylamine to 1000ml, cool down to 0-5°C, add the acid chloride reaction solution dropwise, control the temperature at 5-10°C, the dropwise addition is completed, and the reaction 1 Hours, the reaction is over, the layers are separated, the organic phase is precipitated, and the crude product is obtained. Add 200g of methanol and heat up to 50°C to dissolve, cool to 5°C, a solid is precipitated, and the product is filtered to obtain a white solid. Yield: 71%, content: 95% .
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