Diethyl Ether → HCID 86742772, compound

HRID 1032071Notes

Reaction equation

HRID 1032071 reaction equation
C(O[CH:4](OCC)[N:5]([CH3:7])[CH3:6])C.[Cl-:11].[CH3:12][N:13]([CH3:39])[C:14]1[CH:38]=[CH:37][C:17]([CH:18]=[N:19][N+:20]2[CH:24]=[CH:23][N:22]([N:25]=[CH:26][C:27]3[CH:32]=[CH:31][C:30]([N:33]([CH3:35])[CH3:34])=[CH:29][CH:28]=3)[C:21]=2[CH3:36])=[CH:16][CH:15]=1.CCOCC>CN(C)C=O>[Cl-:11].[CH3:35][N:33]([CH3:34])[C:30]1[CH:31]=[CH:32][C:27]([CH:26]=[N:25][N+:22]2[CH:23]=[CH:24][N:20]([N:19]=[CH:18][C:17]3[CH:16]=[CH:15][C:14]([N:13]([CH3:12])[CH3:39])=[CH:38][CH:37]=3)[C:21]=2[CH:36]=[CH:4][N:5]([CH3:7])[CH3:6])=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 70913Dimethylformamide diethylacetalHCID 70351311HCID 70351311, compound

Product 1

HCID 86742772HCID 86742772, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

73.5 g of N,N-dimethylformamide diethyl acetal are added to 20.5 g of 1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-methylimidazolium chloride in 400 ml of dry dimethylformamide. After stirring at 50° for 4 days, the mixture is left to cool. Then, 250 ml of ether are added thereto and the product is removed by filtration and is recrystallized from dry ethanol. There is obtained 1,3-bis[[p-(dimethylamino) benzylidene]amino]-2-[2-(dimethylamino)vinyl]imidazolium chloride of melting point 265° (decomposition).

Workup

  1. waitthe mixture is left
  2. temperatureto cool
  3. customthe product is removed by filtration
  4. customis recrystallized from dry ethanol

Sources & evidence

ORD record
ord-193877b631e042b889a6ce13208277c7
Source dataset
uspto-grants-1990_09
Patent number
US04956470

Reaction notes

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