4-(Dimethylamino)Benzaldehyde → HCID 178437582, compound

HRID 1762366Notes

Reaction equation

HRID 1762366 reaction equation
[Cl-:1].[NH2:2][N+:3]1[CH:7]=[CH:6][N:5]([CH2:8][C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=2)[C:4]=1[CH2:21][CH3:22].[CH3:23][N:24]([CH3:33])[C:25]1[CH:32]=[CH:31][C:28]([CH:29]=O)=[CH:27][CH:26]=1>C(O)(=O)C>[Cl-:1].[CH2:21]([C:4]1[N:5]([CH2:8][C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=2)[CH:6]=[CH:7][N+:3]=1[N:2]=[CH:29][C:28]1[CH:31]=[CH:32][C:25]([N:24]([CH3:33])[CH3:23])=[CH:26][CH:27]=1)[CH3:22]

Participants

4

Reactant 2

HCID 74794-(Dimethylamino)BenzaldehydeHCID 178437583HCID 178437583, compound

Product 1

HCID 178437582HCID 178437582, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.9 g (5.8 mmol) of 1-amino-2-ethyl-3-(3,4,5-trimethoxybenzyl)imidazolium chloride are dissolved in 38 ml of glacial acetic acid, whereupon the solution is treated with 0.86 g (5.8 mmol) of p-dimethylaminobenzaldehyde, stirred at room temperature for 52 hours and then evaporated. The product is recrystallized from ethanol/ether. There is obtained 2-ethyl-1-[[p-(dimethylamino)benzylidene]amino]-3-(3,4,5-trimethyoxybenzyl)imidazolium chloride of melting point 211°.

Workup

  1. customevaporated
  2. customThe product is recrystallized from ethanol/ether

Sources & evidence

ORD record
ord-0b5a169c3e5242faa573d98cebb38e63
Source dataset
uspto-grants-1989_05
Patent number
US04831151

Reaction notes

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