Process method for producing pesticide by using carbon dioxide

A process method for producing a pesticide by using carbon dioxide, comprising the following steps:

• 1) Weighing a 1,3-cyclohexanedione substrate, a monovalent copper salt catalyst and cesium carbonate in a Schlenk bottle;
• vacuumizing the Schlenk bottle and introducing carbon dioxide to fill the Schlenk bottle with carbon dioxide gas;
• then injecting an anhydrous N, N-dimethylformanide (DMF) solvent into the Schlenk bottle, placing the Schlenk bottle into an oil bath set at a temperature of between 50-60° C., and leaving the mixture in the Schlenk bottle to react for 36-48 h;
• wherein the dosage ratio of 1,3-cyclohexanedione substrate:cesium carbonate:monovalent copper salt catalyst:solvent is 1 mmol:
• 1.5 mmol:
• 0.1 mmol:
• 5 mL;
• 2) After the reaction is completed, acidifying the resulting mixture with hydrochloric acid, extracting the acidified mixture, and then passing the extracted mixture through a silica gel column to obtain a pure intermediate 2-carboxyl-1,3-cyclohexanedione compound, wherein the recovery yield is at least 80%;
• 3) Adding the 2-carboxyl-1,3-cyclohexanedione compound obtained in step 2), thionyl chloride, a tetrahydrofuran solvent and a drop of DMF into a round bottom flask, reacting for 1-2 h in an oil bath at 65° C., and removing the solvent from the resulting mixture in the round bottom flask under reduced pressure to obtain an oily yellow liquid, wherein the dosage ratio of the 2-carboxyl-1,3-cyclohexanedione compound:thionyl chloride:tetrahydrofuran solvent is 1 mmol:
• 2.2 mmol:
• 10 mL;
• 4) dropping the oily yellow liquid obtained in step 3) into a dichloromethane solution containing aniline, reacting for 2-3 h at room temperature, obtaining a crude product after the reaction, and separating the crude product by column chromatography to obtain a pesticide compound;
• wherein the 1,3-cyclohexanedione substrate has the following structural formula 1(a-e) in the following preparation route 1, the 2-carboxyl-1,3-cyclohexanedione compound has the following structural formula 2(a-e), and the pesticide compound has the following structural formula 3(a-e);
• where R is one selected from the group consisting of hydrogen, methyl, dimethyl, ethyl and propyl.