4-(Dimethylamino)Benzaldehyde → HCID 70351311, compound

HRID 1383105Notes

Reaction equation

HRID 1383105 reaction equation
[Cl-:1].[NH2:2][N+:3]1[CH:7]=[CH:6][N:5]([NH2:8])[C:4]=1[CH3:9].[CH3:10][N:11]([CH3:20])[C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1>C(O)(=O)C>[Cl-:1].[CH3:10][N:11]([CH3:20])[C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[N:2][N+:3]2[CH:7]=[CH:6][N:5]([N:8]=[CH:16][C:15]3[CH:18]=[CH:19][C:12]([N:11]([CH3:20])[CH3:10])=[CH:13][CH:14]=3)[C:4]=2[CH3:9])=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 74794-(Dimethylamino)BenzaldehydeHCID 17802501HCID 17802501, compound

Product 1

HCID 70351311HCID 70351311, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

0.22 g of 1,3-diamino-2-methylimidazolium chloride are dissolved in 5 ml of glacial acetic acid, whereupon the solution is treated with a solution of 0.45 g of 4-dimethylaminobenzaldehyde in 5 ml of glacial acetic acid. After stirring for 2 hours the yellow precipitate is removed by filtration. After drying, there is obtained 1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-methylimidazolium chloride of decomposition point 264°-266°. The mother liquor is treated with ether, whereby a second portion of the desired product is obtained. The material obtained is recrystallized from hot water. There is obtained 1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-methylimidazolium chloride of decomposition point 270°.

Workup

  1. customis removed by filtration
  2. customAfter drying

Sources & evidence

ORD record
ord-3e786f9f1a81430287b5fad0fc7496fc
Source dataset
uspto-grants-1989_02
Patent number
US04808727

Reaction notes

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