Lithium N-methylmethanaminide → HCID 13127974, compound

HRID 2116860Notes

Reaction equation

HRID 2116860 reaction equation
[S-:1][C:2]#[N:3].[CH3:4][N:5]([C+:7]([N:9]([CH3:11])[CH3:10])Cl)[CH3:6].[CH3:12][N-:13][CH3:14].[Li+]>C(#N)C>[S-:1][C:2]#[N:3].[CH3:4][N:5]([CH3:6])[C:7](=[N+:13]([CH3:14])[CH3:12])[N:9]([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 5152226Lithium N-methylmethanaminideHCID 178483692HCID 178483692, compound

Product 1

HCID 13127974HCID 13127974, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.00 g (5.16 mmol) of bis(dimethylamino)chlorocarbenium thiocyanate and 0.26 g (5.10 mmol) of lithium dimethylamide are dissolved in 10 ml of acetonitrile under a protective-gas atmosphere (argon). The reaction mixture is stirred for 5 hours at room temperature, and LiCl is subsequently filtered off. The salt LiCl is washed with 2 ml of acetonitrile, and the organic phases are combined. The solvent is distilled off, and the residue is dried under reduced pressure at 7 Pa and 50° C., giving 0.99 g of hexamethylguanidinium thiocyanate as an oil, corresponding to a yield of 94.8%.

Workup

  1. filtrationLiCl is subsequently filtered off
  2. washThe salt LiCl is washed with 2 ml of acetonitrile
  3. distillationThe solvent is distilled off
  4. customthe residue is dried under reduced pressure at 7 Pa and 50° C.

Sources & evidence

ORD record
ord-4ebd8a3fe44a43bcb66a368025f98821
Source dataset
uspto-grants-2008_10
Patent number
US07439395B2

Reaction notes

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