Water → 1,3-Dimethyl-2-dimethylaminoimidazolidinium dimethylphosphate

HRID 2116870Notes

Reaction equation

HRID 2116870 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])C.O.[CH3:7][O:8][P:9]([O-:13])([O:11][CH3:12])=[O:10].[CH3:14][NH+:15]1[CH2:19][CH2:18][N:17](C)[CH:16]1Cl>C(O)C>[CH3:7][O:8][P:9]([O-:13])([O:11][CH3:12])=[O:10].[CH3:1][NH+:3]1[CH2:4][CH2:5][N:17]([CH3:18])[CH:16]1[N:15]([CH3:19])[CH3:14]

Participants

5

Reactant 3

HCID 962WaterHCID 8021DiethylamineHCID 693109381,3-Dimethyl-2-chloroimidazolidinium dimethylphosphate

Product 1

HCID 693110601,3-Dimethyl-2-dimethylaminoimidazolidinium dimethylphosphateYield 88.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.14 g (15.59 mmol) of diethylamine and 10 ml of water are added with stirring to 2.0 g (7.73 mmol) of 1,3-dimethyl-2-chloroimidazolidinium dimethylphosphate. The reaction mixture is stirred for 10 minutes at room temperature, and 10 ml of ethanol are subsequently added. The solution is extracted 5 times with 30 ml of dichloromethane. Water is distilled off from the aqueous phase. The residue is dried for 4 hours under a reduced pressure of 7 Pa at an oil-bath temperature of 70-80° C., giving 1.85 g of 1,3-dimethyl-2-dimethylaminoimidazolidinium dimethylphosphate, corresponding to a yield of 81%.

Workup

  1. extractionThe solution is extracted 5 times with 30 ml of dichloromethane
  2. distillationWater is distilled off from the aqueous phase
  3. customThe residue is dried for 4 hours under a reduced pressure of 7 Pa at an oil-bath temperature of 70-80° C.

Sources & evidence

ORD record
ord-468ad55b336b4cb78daf47ac2143ec1f
Source dataset
uspto-grants-2008_10
Patent number
US07439395B2

Reaction notes

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