Diethylamine → HCID 178464164, compound

HRID 2116862Notes

Reaction equation

HRID 2116862 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[C:6]([B-:8]([C:13]#[N:14])([C:11]#[N:12])[C:9]#[N:10])#[N:7].[CH3:15][N:16]([C+:18]([N:20]([CH3:22])[CH3:21])Cl)[CH3:17]>O>[C:6]([B-:8]([C:13]#[N:14])([C:11]#[N:12])[C:9]#[N:10])#[N:7].[CH3:15][N:16]([CH3:17])[C:18]([N:20]([CH3:22])[CH3:21])=[N+:3]([CH2:4][CH3:5])[CH2:1][CH3:2]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 178483691HCID 178483691, compound

Product 1

HCID 178464164HCID 178464164, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10.5 g (143.6 mmol) of diethylamine are added with stirring and cooling to 12.0 g (47.9 mmol) of bis(dimethylamino)chlorocarbenium tetracyanoborate. The reaction mixture is stirred for 3 hours at room temperature, and 30 ml of water are then added. The lower phase is separated off and diluted with 30 ml of dichloromethane. The organic phases are subsequently washed a number of times with 30 ml of water and dried using MgSO4. The solvent is then distilled off, and the residue is dried for 3 hours under reduced pressure at 7 Pa and 60° C., giving 13.4 g of N,N,N′,N′-tetramethyl-N″,N″-diethylguanidinium tetracyanoborate as a liquid, corresponding to a yield of 97.4%.

Workup

  1. stirringThe reaction mixture is stirred for 3 hours at room temperature
  2. customThe lower phase is separated off
  3. additiondiluted with 30 ml of dichloromethane
  4. washThe organic phases are subsequently washed a number of times with 30 ml of water
  5. customdried
  6. distillationThe solvent is then distilled off
  7. customthe residue is dried for 3 hours under reduced pressure at 7 Pa and 60° C.

Sources & evidence

ORD record
ord-f851a37c37ac439196995518312ca95a
Source dataset
uspto-grants-2008_10
Patent number
US07439395B2

Reaction notes

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