1,3-Bis[[p-(dimethylamino)benzylidene]amino]-2-[2-(dimethylamino)vinyl]imidazolium hydrogen carbonate → Imidazolium Acetate

HRID 1383117Notes

Reaction equation

HRID 1383117 reaction equation
[C:1](=[O:4])([O-])[OH:2].[CH3:5]N(C)C1C=CC(C=N[N+:13]2[CH:17]=[CH:16][N:15](N=CC3C=CC(N(C)C)=CC=3)[C:14]=2C=CN(C)C)=CC=1>CO.C(O)(=O)C>[C:1]([O-:2])(=[O:4])[CH3:5].[NH+:13]1[CH:17]=[CH:16][NH:15][CH:14]=1

Participants

4

Reactant 1

HCID 867427731,3-Bis[[p-(dimethylamino)benzylidene]amino]-2-[2-(dimethylamino)vinyl]imidazolium hydrogen carbonate

Product 1

HCID 66735416Imidazolium Acetate

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

1.0 g of 1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-[2-(dimethylamino)vinyl]imidazolium hydrogen carbonate is dissolved in 20 ml of methanol and 3 ml of glacial acetic acid. After 20 minutes, the solution is concentrated at room temperature in a vacuum. The product is crystallized by the addition of ether and recrystallized three times from methanol/ether. There is obtained 1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-[2-dimethylamino)vinyl]imidazolium acetate of melting point 182° (dec.).

Workup

  1. concentrationthe solution is concentrated at room temperature in a vacuum
  2. customThe product is crystallized by the addition of ether
  3. customrecrystallized three times from methanol/ether

Sources & evidence

ORD record
ord-b33f833f12ee46b0a882b57b0c628602
Source dataset
uspto-grants-1989_02
Patent number
US04808727

Reaction notes

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