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

HRID 1826190Notes

Reaction equation

HRID 1826190 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 crystallised from ethanol. Yield 1.85 g (50%) of mixed diimine 15.

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 crystallised from ethanol

Sources & evidence

ORD record
ord-3ca49420e5f34f699b68410e5612d09a
Source dataset
uspto-grants-2006_05
Patent number
US07049442B2

Reaction notes

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