4-(Dimethylamino)Benzaldehyde → HCID 86743049, compound

HRID 1762390Notes

Reaction equation

HRID 1762390 reaction equation
[Cl-:1].[NH2:2][N+:3]1[CH:7]=[CH:6][N:5]([N:8]=[C:9]([CH3:19])[C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)[C:4]=1[CH2:20][CH3:21].[CH3:22][N:23]([CH3:32])[C:24]1[CH:31]=[CH:30][C:27]([CH:28]=O)=[CH:26][CH:25]=1>C(O)(=O)C>[Cl-:1].[CH3:22][N:23]([CH3:32])[C:24]1[CH:31]=[CH:30][C:27]([CH:28]=[N:2][N:3]2[CH:7]=[CH:6][N+:5]([N:8]=[C:9]([CH3:19])[C:10]3[CH:11]=[CH:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=3)=[C:4]2[CH2:20][CH3:21])=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 74794-(Dimethylamino)BenzaldehydeHCID 86743048HCID 86743048, compound

Product 1

HCID 86743049HCID 86743049, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 1.15 g (3.7 mmol) of 1-amino-2-ethyl-3-[(α-methyl-p-nitrobenzylidene)amino]-imidazolium chloride and 0.55 g (3.7 mmol) of p-dimethylaminobenzaldehyde in 25 ml of glacial acetic acid is stirred for 18 hours. The product is crystallized out by the addition of ether. The product is recrystallized from ethanol/ether. There is obtained 3-[[p-(dimethylamino)-benzylidene]amino]-2-ethyl-1-[(α-methyl-p-nitrobenzylidene)amino]-imidazolium chloride of melting point 233°.

Workup

  1. customThe product is crystallized out by the addition of ether
  2. customThe product is recrystallized from ethanol/ether

Sources & evidence

ORD record
ord-e94257a298bc4d52bf24485aaeb840be
Source dataset
uspto-grants-1989_05
Patent number
US04831151

Reaction notes

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