Use | highly efficient, broad-spectrum Imidazolinone herbicides. Inhibitors of branched-chain amino acid synthesis. It has good control effect on broad-leaved weeds, Gramineae weeds and Carex. It is mainly used for soybean to control hemp, amaranth, scarlet Euphorbia, spring Polygonum, Portulaca oleracea, Bidens pilosa, as well as Malang, wild millet, green tail grass, grass, such as pre-planting, use before and after Bud, the dosage is 125 ~ 200g active ingredient/hm2. used to control annual Broad-leaved weeds in spring soybean most annual and perennial grass and broad-leaved weeds |
production method | preparation method-preparation of 2-amino-2, 3-dimethylbutyronitrile 61.36g sodium cyanide, 79g of ammonium chloride was dissolved in 28% ml of aqueous ammonia, 1mol of methyl isopropyl ketone was added dropwise at room temperature, stirred overnight, the oil layer was separated, the water layer was extracted with dichloromethane, the oil layer was combined, dried and dissolved to obtain the product. The yield was 90% and the purity was 94% ~ 95.9%. Preparation of 2-amino -2, 3-dimethylbutyramide 29.7ml of concentrated sulfuric acid was added dropwise below 25 °c with cooling of 0.1mol of 2-amino -2, 3-dimethylbutyronitrile, the temperature was then slowly increased to 100 ° C., the reaction was incubated for 1H, the cyano group was hydrolyzed, and 85ml of concentrated ammonium hydroxide was added below 75 ° C. To form 2-amino -2, 3-dimethylbutanamide. After extraction with dichloroethane, the organic phase was dried, concentrated and recrystallized to give 0.091mol of amide in 91% yield. Preparation of Quinoline -2, 3-dicarboxylic acid. Dissolve 0.01mol of diethyl 2, 3-dichlorobutanoate in chlorobenzene, add equimolar aniline, 3.6g 33% sodium hydroxide, 0.14g tetrabutylammonium chloride, the reaction was stirred at 75-80 ° C. For 2H, cooled to separate layers, and the organic phase was dissolved in 46% mol of the corresponding Diethyl ester in yield. 0.02mol of the Diethyl ester was dissolved in 40ml of toluene, added to the Vilsmeier reagent at room temperature, and then heated to reflux for 2H. The reaction solution was poured into 60ml of water, layered, and the organic layer was demethylated, the residue was recrystallized to give 74% of 98% mol of diethyl quinoline-2, 3-dicarboxylate, which was hydrolyzed under basic conditions to give quinoline-2, 3-dicarboxylic acid in yield. The preparation of the villsmeier test: 0.03mol of dimethylformamide is dissolved in 12ml of toluene, and 0.03mol of phosphorus trichloride is added dropwise at 20-30 ° C., followed by keeping the temperature and stirring for 60min to form the villsmeier reagent. Preparation of Quinoline -2, 3-dicarboxylic anhydride a dehydrator is prepared by intramolecular dehydration of Quinoline -2, 3-dicarboxylic acid with phosgene or acetic anhydride. Synthesis of imidazolinic acid 40g of 2-amino -2, 3-dimethylbutanamide was dissolved in 500ml of acetonitrile, 60g of Quinoline -2, 3-dicarboxylic anhydride was added, and the reaction was carried out at 50~60 ℃ for 2H, the solid was filtered off after cooling to ambient temperature. This solid was dissolved in 435ml of a 1.5mol/L sodium hydroxide solution, and heated at 80-85 ° C. For 2H to obtain 49g of imidazole quinolinic acid in a yield of 82%. Preparation method the corresponding 2-imidazolinone derivatives can also be prepared by one-step reaction of 2-methylquinoline with elemental sulfur and 2-amino -2, 3-dimethylbutanamide, after the action of butyl lithium, and carbon dioxide reaction of imidazole quinolinic acid. This process shortens the reaction process and has potential application value. |