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

HRID 968894Notes

Reaction equation

HRID 968894 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[N:11]=[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20](=O)[CH3:21])[N:15]=1)[CH3:13])[CH3:2].[NH2:23][N:24]1[CH:28]=[CH:27][CH:26]=[CH:25]1>C1(C)C=CC=CC=1>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[N:11]=[C:12]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20](=[N:23][N:24]2[CH:28]=[CH:27][CH:26]=[CH:25]2)[CH3:21])[N:15]=1)[CH3:13])[CH3:2]

Participants

4

Reactant 2

HCID 1365891-AminopyrroleHCID 221408662-[1-(2,6-Diethylphenylimino)ethyl]-6-acetylpyridine

Product 1

HCID 738669882-[1-(2,6-Diethylphenylimino)ethyl]-6-[1-(1-pyrrolylimino)ethyl]pyridine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Monoimine 2-[1-(2,6-diethylphenylimino)ethyl]-6-acetylpyridine (8, 1.5 g, 5.1 mmol) and 1-aminopyrrole (460 mg, 5.6 mmol) were dissolved in 25 ml of toluene. To this solution, molecular sieves (4 Å) were added. After standing for 16 hours the mixture was filtered. The solvent was removed in vacuo. The residue was crystallised from ethanol. Yield 845 mg (46%) of mixed diimine 13.

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-127aaf2a9a1f4c99ae289bd54c6fac85
Source dataset
uspto-grants-2007_12
Patent number
US07304159B2

Reaction notes

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