Chlorphoxim

Preparation of o-chlorobenzene acetonitrile o-chlorotoluene is chlorinated with sulfuryl chloride to obtain o-chlorobenzyl chloride. Take 176.5 g (1.1 mol) of o-chlorobenzyl chloride, 98 g (1.50 mol) of KCN, 10.9 g (0.05 mol) of triethylbenzyl ammonium chloride, and 150 mL of water after mixing, heat to 90° C., and stir and react for 5-8 hours. Cool, dewater, wash, dry, filter and distill under reduced pressure to collect 148.4-157.9g of the 126～128℃/12～133Pa fraction, with a yield of 89.4%～94.5% (b.p. 115～120℃/133Pa). Preparation of sodium o-chlorobenzeneacetonitrile oxime 12g (0.52mol) of sodium metal was added to 250mL of absolute ethanol in batches, and stirred until the sodium metal disappeared. 75.8 g (0.54 mol) of o-chlorobenzeneacetonitrile was added. 55.6 g (0.54 mol) of newly prepared n-butyl nitrite was added dropwise. After dropping, the reaction was stirred at room temperature for 3h. Filter with suction and wash 3 times with ether. The yellow powdery solid obtained by drying is sodium o-chlorobenzeneacetonitrile oxime, the yield is 56.3g, the yield is 55.6%, m.p. 267～269℃. The preparation of O, O-diethyl thiophosphoryl chloride is detailed in the preparation method of quinalphos. Synthesis of chlorophoxim 10.1 g (0.05 mol) of o-chlorobenzene acetonitrile oxime sodium was suspended in 100 mL of acetone, and 9.4 g (0.05 mol) of O, O-diethyl thiophosphoryl chloride was added dropwise under stirring. After dripping, the reaction was stirred at room temperature for 2 to 3 hours, and the solvent was evaporated. The residue was added with water and stirred to precipitate 15.9 g of white crystals. The yield was 96%, m.p. 64.5-65.5°C.

Organophosphorus pesticides, the mechanism of action is to inhibit cholinesterase, the structure is similar to phoxim, but the toxicity is lower than phoxim, the persistence is greater than phoxim, the stability is better than phoxim. With stomach poison and contact. It has a significant effect on various Lepidoptera larvae and potato beetles, and is also effective on aphids, planthoppers, leafhoppers, scales, red spiders, etc. It can be used to control pests in storage, soil, sanitation (mosquitoes, gnats, etc.) and pests that are resistant to phoxim.

Molecular Weight:332.74
XLogP3:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:332.0151282
Monoisotopic Mass:332.0151282
Topological Polar Surface Area:95.9
Heavy Atom Count:20
Complexity:428
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes