4-Nitrobenzaldehyde → HCID 178437938, compound

HRID 1762363Notes

Reaction equation

HRID 1762363 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[Cl-:12].[NH2:13][N:14]1[CH:18]=[CH:17][N+:16]([N:19]=[CH:20][C:21]2[CH:26]=[CH:25][C:24]([N:27]([CH3:29])[CH3:28])=[CH:23][CH:22]=2)=[C:15]1[CH2:30][CH3:31]>C(O)(=O)C>[Cl-:12].[CH3:29][N:27]([CH3:28])[C:24]1[CH:23]=[CH:22][C:21]([CH:20]=[N:19][N+:16]2[CH:17]=[CH:18][N:14]([N:13]=[CH:8][C:7]3[CH:10]=[CH:11][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[C:15]=2[CH2:30][CH3:31])=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 178437963HCID 178437963, compound

Product 1

HCID 178437938HCID 178437938, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.61 g (4 mmol) of p-nitrobenzaldehyde is added to a solution of 1.19 g (4 mmol) of 3-amino-1-[[p-(dimethylamino)benzylidene]amino]-2-ethylimidazolium chloride in 10 ml of glacial acetic acid, the mixture is stirred at room temperature for 16 hours and the product is precipitated by the addition of ether. The product is then filtered off and recrystallized from ethanol. There is obtained 1-[[p-(dimethylamino)benzylidene]amino]-2-ethyl-3-[(p-nitrobenzylidene)amino]imidazolium chloride of melting point 250°.

Workup

  1. customthe product is precipitated by the addition of ether
  2. filtrationThe product is then filtered off
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-00adb1d63c7840f798f465e5b8a149c1
Source dataset
uspto-grants-1989_05
Patent number
US04831151

Reaction notes

Loading…