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

HRID 1826189Notes

Reaction equation

HRID 1826189 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-ab11c88ba24e4079a5668434f3598a29
Source dataset
uspto-grants-2006_05
Patent number
US07049442B2

Reaction notes

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