Cyanuric chloride derivative as well as preparation method and application thereof
A technology of polycyanogen chloride derivatives and reactions, applied in organic chemistry, insecticides, etc., can solve the problems of less research on insecticidal effects, and achieve the effects of high selectivity, great development potential, and good safety
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0027] (1) Intermediates a Synthesis of 2,4-dichloro-6-(4-trifluoromethylanilino)-1,3,5-triazine
[0028] Add 1.9 g (10 mmol) of cyanuric chloride to a 150 mL three-neck flask, add 30 mL of acetone, stir to dissolve, and cool to 0 °C in an ice bath. A solution of 1.6 g (10 mmol) p-trifluoromethylaniline in 20 ml of acetone was slowly added dropwise for 10 min, and the reaction was stirred at 0°C for 3 h. After the completion of the reaction, the pH value of the reaction system was adjusted to 6 with 10% aqueous sodium carbonate solution, and a white solid was left to separate out. After suction filtration, the filter cake was recrystallized with ethanol and water, and after drying, 2.47 g of white solid was obtained. Yield: 80%, mp: 155~157℃, 1 H NMR (DMSO, 400 MHz) δ:7.73~7.75 (d, J=8.56 MHz, 2H, Ar H ), δ: 7.84~7.86 (d, J=8.68 MHz, 2H, Ar H ), δ: 11.47 (s, 1H, N H ); MS(ESI):309(M + ).
[0029] (2) Synthesis of 2-chloro-4-(4-trifluoromethylanilino)-6-(4-chloroanilin...
Embodiment 2
[0034] Step 1-2 is the same as embodiment 1.
[0035] Synthesis of 2-dimethylamino-4-(4-chloroanilino)-6-(4-trifluoromethylanilino)-1,3,5-triazine
[0036]Add 1.40 g (12 mmol) of an aqueous solution of dimethylamine to a 150 mL three-neck flask, add 100 mL of 1,4-dioxane, add 0.61 g (12 mmol) of sodium bicarbonate in water, and then add 2-chloro - 4.0 g (10 mmol) of 4-(4-trifluoromethylanilino)-6-(4-chloroanilino)-1,3,5-triazine was heated to 80° C. for 3 h. After the reaction was completed, the solvent was removed, then dissolved in acetone, the salt was removed by suction filtration, and the acetone solvent was removed, and after drying, a light yellow solid 2-dimethylamino-4-(4-chloroanilino)-6-(4 -Trifluoromethylanilino)-1,3,5-triazine 3.8.g. Yield: 96%.
Embodiment 3
[0038] Step 1-2 is the same as embodiment 1.
[0039] Synthesis of 2-dimethylamino-4-(4-chloroanilino)-6-(4-trifluoromethylanilino)-1,3,5-triazine
[0040] In a 150 mL three-neck flask, add 1.36 g (10 mmol) of an aqueous solution of dimethylamine, add 100 mL of 1,4-dioxane, add 0.61 g (12 mmol) of sodium bicarbonate in water, and then add 2-chloro - 4.0 g (10 mmol) of 4-(4-trifluoromethylanilino)-6-(4-chloroanilino)-1,3,5-triazine was heated to 90°C for 2 h. After the reaction was completed, the solvent was removed, then dissolved in acetone, the salt was removed by suction filtration, and the acetone solvent was removed, and after drying, a light yellow solid 2-dimethylamino-4-(4-chloroanilino)-6-(4 3.6 g of -trifluoromethylanilino)-1,3,5-triazine. Yield: 95%.
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More