1,1-Dichloro-N,N,N',N'-tetramethylmethanediamine → HCID 178483691, compound

HRID 2116861Notes

Reaction equation

HRID 2116861 reaction equation
[CH3:1][N:2]([C:4]([N:7]([CH3:9])[CH3:8])(Cl)[Cl:5])[CH3:3].[C:10]([B-:12]([C:17]#[N:18])([C:15]#[N:16])[C:13]#[N:14])#[N:11].[K+]>O>[C:10]([B-:12]([C:17]#[N:18])([C:15]#[N:16])[C:13]#[N:14])#[N:11].[CH3:1][N:2]([C+:4]([N:7]([CH3:9])[CH3:8])[Cl:5])[CH3:3]

Participants

4

Reactant 2

HCID 125447451,1-Dichloro-N,N,N',N'-tetramethylmethanediamineHCID 23686396Potassium Tetracyanoborate

Product 1

HCID 178483691HCID 178483691, compoundYield 68.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

13.4 g (78.3 mmol) of bis(dimethylamino)dichloromethane are added at room temperature with stirring to a solution of 12.0 g (77.9 mmol) of potassium tetracyanoborate in 200 ml of water. The reaction mixture is stirred for 10 minutes and cooled with the aid of an ice bath. The precipitate is subsequently filtered off and washed a number of times with 30 ml of ice-water. The combined filtrates were dried for 3 hours under reduced pressure at 7 Pa and 60° C. in an oil bath, giving 13.4 g of bis(dimethylamino)chlorocarbenium tetracyanoborate as an oil, corresponding to a yield of 68.7%.

Workup

  1. temperaturecooled with the aid of an ice bath
  2. filtrationThe precipitate is subsequently filtered off
  3. washwashed a number of times with 30 ml of ice-water
  4. customThe combined filtrates were dried for 3 hours under reduced pressure at 7 Pa and 60° C. in an oil bath

Sources & evidence

ORD record
ord-ebe757d361f1478f996797522a0c2fde
Source dataset
uspto-grants-2008_10
Patent number
US07439395B2

Reaction notes

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