Aniline → HCID 20394040, compound

HRID 1862890Notes

Reaction equation

HRID 1862890 reaction equation
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=O.[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=[N:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 29959682-[3-(Dimethylamino)propoxy]benzaldehyde

Product 1

HCID 20394040HCID 20394040, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 15 g of 2-(3-dimethylaminopropoxy)benzaldehyde and 8.0 g of aniline (distilled over zinc dust) in 300 ml of ethanol is kept at room temperature for 22 hours, refluxed for 2 hours, and the solvent removed on a rotary evaporator. The residue (21.3 g) is distilled to give 17 g of an oil; boiling point 171°-175° C./0.2 mm of Hg.

Workup

  1. temperaturerefluxed for 2 hours
  2. customthe solvent removed on a rotary evaporator
  3. distillationThe residue (21.3 g) is distilled

Sources & evidence

ORD record
ord-ba6a35ed773641a79308244a266039e7
Source dataset
uspto-grants-1979_09
Patent number
US04166907

Reaction notes

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