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

HRID 1833902Notes

Reaction equation

HRID 1833902 reaction equation
[CH2:1]([O:3][P:4](Cl)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].[Na].[K].[S-:12][C:13]#[N:14].[NH4+]>>[CH2:1]([O:3][P:4]([N:14]=[C:13]=[S:12])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]

Participants

5

Procedure

One molar equivalent of diethoxyphosphoryl chloride of formula (II) is reacted neat with a 1.0 to 1.2 molar equivalent of anhydrous sodium-, potassium- or ammonium thiocyanate at a temperature range of 5° C to 30° C and, preferably, 15° C to 25° C for a period of time from 2 to 4 hours to yield diethoxyphosphinyl isothiocyanate of formula (III). The reaction is slightly exothermic, but is easily controlled by a cooling bath. The thus-obtained reaction mixture containing the isothiocyanate of formula (III) is used "as is" for the preparation of diethoxyphosphinyldithiocarbamate of formula (IV) as follows:

Sources & evidence

ORD record
ord-9f841f5fd7fe471e9b6873c9e17a4670
Source dataset
uspto-grants-1978_01
Patent number
US04067882

Reaction notes

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