4-(Dimethylamino)Benzaldehyde → HCID 178437690, compound

HRID 1762368Notes

Reaction equation

HRID 1762368 reaction equation
[CH3:1][N:2]([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[Br-:12].[NH2:13][NH+:14]1[CH:18]=[CH:17][N:16]([CH2:19][C:20]([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)=[O:21])[C:15]1(CC)[CH2:30][CH3:31]>C(O)(=O)C>[Br-:12].[CH3:1][N:2]([CH3:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[N:13][N+:14]2[CH:18]=[CH:17][N:16]([CH2:19][C:20]([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=3)=[O:21])[C:15]=2[CH2:30][CH3:31])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 74794-(Dimethylamino)BenzaldehydeHCID 20042961HCID 20042961, compound

Product 1

HCID 178437690HCID 178437690, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.18 g (7.9 mmol) of p-dimethylaminobenzaldehyde are added to a solution of 2.7 g (7.9 mmol) of 1-amino-2-ethyl-3-(p-methoxyphenacyl)-2-ethylimidazolium bromide in 40 ml of glacial acetic acid. The mixture is stirred at room temperature for 4 days, the product is crystallized out by the addition of ether and filtered off. It is washed with water, dried at room temperature and recrystallized from ethanol. There is obtained 1-[[p-(dimethylamino)benzylidene]amino]-2-ethyl-3-(p-methoxyphenacyl)-imidazolium bromide of melting point 244°-246°.

Workup

  1. customthe product is crystallized out by the addition of ether
  2. filtrationfiltered off
  3. washIt is washed with water
  4. customdried at room temperature
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-67ac1563f3914329a5a02f348f5fc1d9
Source dataset
uspto-grants-1989_05
Patent number
US04831151

Reaction notes

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