2-Bromo-1-(4-(dimethylamino)phenyl)ethanone → 3-[[p-(Dimethylamino)benzylidene]amino]-1-[p-(dimethylamino)phenacyl]-2-(p-methoxyphenyl)imidazolium bromide

HRID 1194431Notes

Reaction equation

HRID 1194431 reaction equation
[CH3:1][N:2]([CH3:13])[C:3]1[CH:12]=[CH:11][C:6]([C:7](=[O:10])[CH2:8][Br:9])=[CH:5][CH:4]=1.[CH3:14][N:15]([CH3:37])[C:16]1[CH:36]=[CH:35][C:19]([CH:20]=[N:21][N:22]2[CH:26]=[CH:25][N:24]=[C:23]2[C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)=[CH:18][CH:17]=1>C(#N)C>[Br-:9].[CH3:37][N:15]([CH3:14])[C:16]1[CH:17]=[CH:18][C:19]([CH:20]=[N:21][N:22]2[CH:26]=[CH:25][N+:24]([CH2:8][C:7]([C:6]3[CH:11]=[CH:12][C:3]([N:2]([CH3:13])[CH3:1])=[CH:4][CH:5]=3)=[O:10])=[C:23]2[C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)=[CH:35][CH:36]=1

Participants

4

Reactant 2

HCID 1422252-Bromo-1-(4-(dimethylamino)phenyl)ethanoneHCID 54562755HCID 54562755, compound

Product 1

HCID 703609603-[[p-(Dimethylamino)benzylidene]amino]-1-[p-(dimethylamino)phenacyl]-2-(p-methoxyphenyl)imidazolium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.60 g of p-(dimethylamino)phenacyl bromide is added to a solution of 0.80 g of 1-[[p-(dimethylamino)benzylidene]amino]-2-(p-methoxyphenyl)-imidazole in 80 ml of acetonitrile. After stirring at room temperature for 3 days, the product is removed by filtration and washed with ether. There is obtained 3-[[p-(dimethylamino)benzylidene]amino]-1-[p-(dimethylamino)phenacyl]-2-(p-methoxyphenyl)imidazolium bromide of melting point 234°.

Workup

  1. customthe product is removed by filtration
  2. washwashed with ether

Sources & evidence

ORD record
ord-ac7a4a1193db417895e048f295e8cde0
Source dataset
uspto-grants-1989_03
Patent number
US04814332

Reaction notes

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