4-(Dimethylamino)Benzaldehyde → HCID 21264460, compound

HRID 567110Notes

Reaction equation

HRID 567110 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][NH2:8].[CH3:9][N:10]([CH3:19])[C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1>C(O)C>[CH3:9][N:10]([CH3:19])[C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[N:8][CH2:7][CH2:6][C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 74794-(Dimethylamino)BenzaldehydeHCID 116521Thiopheneethanamine

Product 1

HCID 21264460HCID 21264460, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(2-Thienyl)-ethylamine (5 g, 39.4 mmol), 4-dimethylaminobenzaldehyde (5.9 g, 94 mmol) triethylamine (6 ml) and ethanol (150 ml) were mixed at room temperature. The reaction mixture was stirred at room temperature for 15 hours. The reaction mixture was concentrated to 75 ml by evaporation in vacuo and the solid formed was filtered and dried to afford 6.82 g (67%) dimethyl-{4-[(2-thiophen-2-yl-ethylimino)-methyl]-phenyl}-amine.

Workup

  1. concentrationThe reaction mixture was concentrated to 75 ml by evaporation in vacuo
  2. customthe solid formed
  3. filtrationwas filtered
  4. customdried

Sources & evidence

ORD record
ord-5672154c18ae40c3b717c8a04394c701
Source dataset
uspto-grants-2001_01
Patent number
US06177443B1

Reaction notes

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