Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164031Generated: November 1, 2026

Diethyl chlorophosphate → 1-[Ethoxy(isothiocyanato)phosphoryl]oxyethane

https://huagongshe.com/reaction/2164031

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl chlorophosphateHCID 13139—
ReactantSodium thiocyanateHCID 516871—
SolventTolueneHCID 1140—
Product1-[Ethoxy(isothiocyanato)phosphoryl]oxyethaneHCID 556832—

Reaction Steps

To a mixture of 8.02 g of dry sodium thiocyanate in 100 ml of dry toluene at 0° C., under a nitrogen atmosphere is added 13.1 ml (16.6 g) of diethyl phosphorchloridate dropwise with stirring. The mixture is warmed to ambient temperature and stirred 20 hours. The mixture is filtered through a pad of Celite and the pad is washed with two 50 ml portions of toluene. The filtrate is washed with 50 ml of ice cold 10% sodium bicarbonate solution, 50 ml of ice water and dried over anhydrous magnesium sulfate. The mixture is filtered and the filtrate used without further purification in subsequent reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04137310
Source datasetuspto-grants-1979_01
ORD IDord-5077741d62f14f00bf812f57aeebf227
Source noteuspto-grants-1979_01