Phosphorus trichloride → Phosphorimidic trichloride, (trimethylsilyl)-

HRID 2387696Notes

Reaction equation

HRID 2387696 reaction equation
[CH3:1][Si:2]([N-:5][Si](C)(C)C)([CH3:4])[CH3:3].[Li+].[P:11]([Cl:14])([Cl:13])[Cl:12].S(Cl)(Cl)(=O)=O>C(OCC)C>[Cl:12][P:11]([Cl:14])([Cl:13])=[N:5][Si:2]([CH3:4])([CH3:3])[CH3:1]

Participants

5

Reactant 3

HCID 24387Phosphorus trichlorideHCID 24648Sulfuryl chlorideHCID 2733832Lithium Hexamethyldisilazide

Product 1

HCID 11770114Phosphorimidic trichloride, (trimethylsilyl)-

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Diethyl ether (250 ml) was added with stirring to a flask cooled in an ice/water bath containing lithium bis(trimethylsilyl)amide (27.7 g, 0.17 mol). Phosphorus trichloride (14.5 ml, 0.17 mol) was then added and the mixture stirred for a further 5-10 minutes before removing the ice water bath. Stirring was continued at ambient temperature for a further 1-2 hours. The reaction flask was then cooled again in an ice/water bath and sulfuryl chloride (13.3 ml, 0.17 mol) added. The mixture was stirred for a further 10-15 minutes before removing the ice/water bath and stirring at ambient for a further 1-2 hours or until the reaction was complete, as indicated by 31P {1H} NMR spectroscopy. The product was isolated in pure form via vacuum distillation.

Workup

  1. temperaturecooled in an ice/water bath
  2. stirringthe mixture stirred for a further 5-10 minutes
  3. custombefore removing the ice water bath
  4. stirringStirring
  5. temperatureThe reaction flask was then cooled again in an ice/water bath
  6. stirringThe mixture was stirred for a further 10-15 minutes
  7. custombefore removing the ice/water bath
  8. stirringstirring at ambient for a further 1-2 hours
  9. customThe product was isolated in pure form via vacuum distillation

Sources & evidence

ORD record
ord-43b4c4aa0cf543caaac0b8dbc661ce9e
Source dataset
uspto-grants-2012_09
Patent number
US08268959B2

Reaction notes

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