Sodium thiocyanate → HCID 178483692, compound

HRID 2116859Notes

Reaction equation

HRID 2116859 reaction equation
[S-:1][C:2]#[N:3].[Na+].[CH3:5][N:6]([C:8]([N:11]([CH3:13])[CH3:12])(Cl)[Cl:9])[CH3:7]>C(#N)C>[S-:1][C:2]#[N:3].[CH3:5][N:6]([C+:8]([N:11]([CH3:13])[CH3:12])[Cl:9])[CH3:7]

Participants

4

Reactant 2

HCID 516871Sodium thiocyanateHCID 125447451,1-Dichloro-N,N,N',N'-tetramethylmethanediamine

Product 1

HCID 178483692HCID 178483692, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2.84 g (35.0 mmol) of sodium thiocyanate are added at room temperature to a solution of 3.0 g (17.5 mmol) of bis(dimethylamino)dichloromethane in 50 ml of acetonitrile. The reaction mixture is stirred for 24 hours, and the precipitate NaCl is subsequently filtered off. The solvent is subsequently distilled off, and the residue is extracted a number of times with 50 ml of dichloromethane. After distillation of the dichloromethane, the residue is dried at 60° C. and 7 Pa, giving 2.99 g of the liquid bis(dimethylamino)chlorocarbenium thiocyanate, corresponding to a yield of 88.2%.

Workup

  1. filtrationthe precipitate NaCl is subsequently filtered off
  2. distillationThe solvent is subsequently distilled off
  3. extractionthe residue is extracted a number of times with 50 ml of dichloromethane
  4. distillationAfter distillation of the dichloromethane
  5. customthe residue is dried at 60° C.

Sources & evidence

ORD record
ord-0d2a99f0c21e44928950471a79ba8d98
Source dataset
uspto-grants-2008_10
Patent number
US07439395B2

Reaction notes

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