1-Aminopyrrole → 2-[1-(2,4,6-Trimethylphenylimino)ethyl]-6-[1-(1-pyrrolylimino)ethyl]pyridine

HRID 1293503Notes

Reaction equation

HRID 1293503 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[N:10]=[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19](=O)[CH3:20])[N:14]=1)[CH3:12].[NH2:22][N:23]1[CH:27]=[CH:26][CH:25]=[CH:24]1>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[N:10]=[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19](=[N:22][N:23]2[CH:27]=[CH:26][CH:25]=[CH:24]2)[CH3:20])[N:14]=1)[CH3:12]

Participants

4

Reactant 2

HCID 1365891-AminopyrroleHCID 221344681-{6-[(1E)-N-(2,4,6-Trimethylphenyl)ethanimidoyl]pyridin-2-yl}ethan-1-one

Product 1

HCID 738669872-[1-(2,4,6-Trimethylphenylimino)ethyl]-6-[1-(1-pyrrolylimino)ethyl]pyridine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Monoimine ((1), 3.0 g, 10.7 mmol) and 1-aminopyrrole (1.0 g, 12.18 mmol) were dissolved in 50 ml of toluene. To this solution, molecular sieves (4 Å) were added. After standing for 40 hours the mixture was filtered. The solvent was removed in vacuo. The residue was recrystallised from ethanol. Yield 1.85 g (50%) of mixed diimine (16).

Workup

  1. additionTo this solution, molecular sieves (4 Å) were added
  2. filtrationthe mixture was filtered
  3. customThe solvent was removed in vacuo
  4. customThe residue was recrystallised from ethanol

Sources & evidence

ORD record
ord-1b0bbd149c4640a8b1448c5e7df2bfa3
Source dataset
uspto-grants-2007_07
Patent number
US07238764B2

Reaction notes

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