Chloride → Imino-tris(dimethylamino)phosphorane

HRID 2289204Notes

Reaction equation

HRID 2289204 reaction equation
[Cl-].[NH2:2][P+:3]([N:10]([CH3:12])[CH3:11])([N:7]([CH3:9])[CH3:8])[N:4]([CH3:6])[CH3:5].[OH-].[Ba+2].[OH-].[Cl-]>O1CCCC1>[NH:2]=[P:3]([N:4]([CH3:6])[CH3:5])([N:10]([CH3:12])[CH3:11])[N:7]([CH3:9])[CH3:8]

Participants

5

Reactant 3

HCID 312ChlorideHCID 6093286Barium hydroxide2×HCID 1087853614406-30-5

Product 1

HCID 4349627Imino-tris(dimethylamino)phosphorane

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a 5-l reactor fitted with a stirrer, a thermometer and a dropping funnel, 1.60 kg of tetrahydrofuran were weighed, followed by the addition of 250 g (1.16 mol) of aminotris(dimethylamino)phosphonium chloride. The contents were heated to 55° C., at which 2.29 kg of a 5.6 wt. % aqueous solution of barium hydroxide, said solution containing 0.83 mol (equivalent to 1.1 gram equivalents based on the chloride) of barium hydroxide, were added dropwise over 20 minutes. After completion of the dropwise addition, the resulting mixture was stirred at the same temperature for 30 minutes and was then allowed to cool down to room temperature in about 30 minutes. Iminotris(dimethylamino)phosphorane was formed with a reaction yield of 99 mol %.

Workup

  1. customIn a 5-l reactor fitted with a stirrer
  2. additioncontaining 0.83 mol (equivalent to 1.1 gram equivalents
  3. additionwere added dropwise over 20 minutes
  4. additionAfter completion of the dropwise addition

Sources & evidence

ORD record
ord-8843f9cadd7143da9e837cae33587460
Source dataset
uspto-grants-2000_07
Patent number
US06090980

Reaction notes

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