Definition
ChEBI: A carboxamide resulting from the formal condensation of the carboxylic acid group of 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid with the primary amino group of 2-amino-5-chloro-N,3-dimethylbenzamide
The first of the anthranilic diamide insecticides, it is a ryanodine receptor activator and is used to protect a wide variety of crops, including corn, cotton, grapes, rice and potatoes.
Chemical Properties
White crystal, specific gravity (for liquid) 1.507g/mL, melting point 208-210℃, decomposition temperature 330℃, vapor pressure (under 20~25) 6.3×1012Pa, solubility (under 20~25, mg/L): water 1.023, acetone 3.446, methanol 1.714, acetonitrile 0.711, ethyl acetate 1.144. Chlorfenvinphos It is highly efficient and broad-spectrum, and has good control effect on Lepidoptera of Noctuidae, stem borer moths, fruit moths, leaf roller moths, pink moths, vegetable moths, wheat moths, and fine moths, etc. It can also control Sphingidae weevils, leaf beetles; Diptera subterranean flies; sooty fly and many other non-lepidopteran pests.
Preparation
Chlorantraniliprole was synthesized by reaction of 3-bromo-1-(3-chloropyridin-2-pyridinyl)-1H-pyrazole-5carboxylic acid with 2-amino-5-chloro-3-methylbenzoic acid.3-bromo-1-(3-chloropyridin-2-pyridinyl)-1H-pyrazole5-carboxylic acid was prepared by reaction of maleic anhydride with 2,3-dichloropyridine as starting materials in eight steps.2-Amino-5-chloro-3-methylbenzoic acid was prepared by reaction of 2-amino-3-methylbenzoic acid in one step.The structure of target compound was conf irmed by 1H NMR.Total yield was 36.3%(calculated with 2,3-dichloropyridine),and purity determined by HPLC was over 95%.
