p-Chlorophenacyl bromide → 1-(p-Chlorophenacyl)-3-[[p-(dimethylamino)benzylidene]amino]-2-(p-methoxyphenyl)imidazolium bromide

HRID 1032069Notes

Reaction equation

HRID 1032069 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](=[O:9])[CH2:7][Br:8])=[CH:4][CH:3]=1.[CH3:12][N:13]([CH3:35])[C:14]1[CH:34]=[CH:33][C:17]([CH:18]=[N:19][N:20]2[CH:24]=[CH:23][N:22]=[C:21]2[C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)=[CH:16][CH:15]=1>C(#N)C>[Br-:8].[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](=[O:9])[CH2:7][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])[CH3:35])=[CH:34][CH:33]=3)[C:21]=2[C:25]2[CH:26]=[CH:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 68303p-Chlorophenacyl bromideHCID 54562755HCID 54562755, compound

Product 1

HCID 703611761-(p-Chlorophenacyl)-3-[[p-(dimethylamino)benzylidene]amino]-2-(p-methoxyphenyl)imidazolium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.93 g of p-chlorophenacyl bromide is added to a solution of 0.64 g of 1-[[p-(dimethylamino)benzylidene]amino]-2-(p-methoxyphenyl)imidazole in 20 ml of acetonitrile. After stirring at 60° for 6 hours, the mixture is left to stand for 16 hours and the product is removed by filtration and washed with ether. There is obtained 1-(p-chlorophenacyl)-3-[[p-(dimethylamino)benzylidene]amino]-2-(p-methoxyphenyl)imidazolium bromide of melting point 242°.

Workup

  1. waitthe mixture is left
  2. waitto stand for 16 hours
  3. customthe product is removed by filtration
  4. washwashed with ether

Sources & evidence

ORD record
ord-a3d90c0d38fe4d6fa41c47974545692a
Source dataset
uspto-grants-1990_09
Patent number
US04956470

Reaction notes

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