Methyl sulfate, sodium salt → HCID 178483689, compound

HRID 2116863Notes

Reaction equation

HRID 2116863 reaction equation
[CH3:1][O:2][S:3]([O-:6])(=[O:5])=[O:4].[Na+].[CH3:8][N:9]([C:11]([N:14]([CH3:16])[CH3:15])(Cl)[Cl:12])[CH3:10]>C(#N)C>[CH3:1][O:2][S:3]([O-:6])(=[O:5])=[O:4].[CH3:8][N:9]([C+:11]([N:14]([CH3:16])[CH3:15])[Cl:12])[CH3:10]

Participants

4

Reactant 2

HCID 2735086Methyl sulfate, sodium saltHCID 125447451,1-Dichloro-N,N,N',N'-tetramethylmethanediamine

Product 1

HCID 178483689HCID 178483689, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.54 g (11.48 mmol) of sodium methylsulfate and 10 ml of dry acetonitrile are added under an inert-gas atmosphere to 1.96 g (11.46 mmol) of bis(dimethylamino)dichloromethane. The reaction mixture is stirred for 5 hours at room temperature, and the precipitate of NaCl is filtered off. The solvent of the filtrate is subsequently distilled off, and the residue obtained is dried for 1 hour at an oil-bath temperature of 50° C. under reduced pressure at 7.0 Pa, giving 2.78 g of bis(dimethylamino)chlorocarbenium methylsulfate as a viscous liquid, corresponding to a yield of 98.3%.

Workup

  1. filtrationthe precipitate of NaCl is filtered off
  2. distillationThe solvent of the filtrate is subsequently distilled off
  3. customthe residue obtained
  4. customis dried for 1 hour at an oil-bath temperature of 50° C. under reduced pressure at 7.0 Pa

Sources & evidence

ORD record
ord-0553477664a94f2ba2cbc73f1177e483
Source dataset
uspto-grants-2008_10
Patent number
US07439395B2

Reaction notes

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