Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1706874Generated: October 27, 2026

Benzene → O,O-diethyl S-[alpha-(5-methyl-3-oxo-4-isoxazolin-2-yl)benzyl] phosphorodithioate

https://huagongshe.com/reaction/1706874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantPotassium diethyl dithiophosphateHCID 11481509—
Reactant2-(alpha-Chlorobenzyl)-5-methyl-4-isoxazolin-3-oneHCID 20332927—
SolventAcetoneHCID 180—
ProductO,O-diethyl S-[alpha-(5-methyl-3-oxo-4-isoxazolin-2-yl)benzyl] phosphorodithioateHCID 2033290062.2%

Reaction Steps

To a solution of 1.12 g of 2-(α-chlorobenzyl)-5-methyl-4-isoxazolin-3-one in 15 ml of acetone were added 1.12 g of potassium O,O-diethyl dithiophosphate, and the mixture was then shaken for several minutes. After this, 20 ml of benzene were added to the reaction mixture and then most of the acetone was distilled off. After filtering the solution, the solvent was distilled from the filtrate and the remaining yellowish-brown oil was purified by column chromatography through silica gel eluted with a 20:1 by volume mixture of benzene and acetone. There were obtained 1.16 g (62.0% of theory) of O,O-diethyl S-[α-(5-methyl-3-oxo-4-isoxazolin-2-yl)benzyl] phosphorodithioate, in the form of a pale yellow oil, n23D =1.5697.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04209512
Source datasetuspto-grants-1980_06
ORD IDord-1a3983915c1941059db83f283768714a
Source noteuspto-grants-1980_06