Cyclopenta-2,4-dien-1-amine;cyclopenta-1,3-diene;iron(2+) → HCID 178463282, compound

HRID 968891Notes

Reaction equation

HRID 968891 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].[C-:22]1([NH2:27])[CH:26]=[CH:25][CH:24]=[CH:23]1.[CH-:28]1[CH:32]=[CH:31][CH:30]=[CH:29]1.[Fe+2:33]>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:27][C-:22]2[CH:26]=[CH:25][CH:24]=[CH:23]2)[CH3:20])[N:14]=1)[CH3:12].[CH-:28]1[CH:32]=[CH:31][CH:30]=[CH:29]1.[Fe+2:33]

Participants

4

Reactant 2

HCID 15501615Cyclopenta-2,4-dien-1-amine;cyclopenta-1,3-diene;iron(2+)HCID 221344681-{6-[(1E)-N-(2,4,6-Trimethylphenyl)ethanimidoyl]pyridin-2-yl}ethan-1-one

Product 1

HCID 178463282HCID 178463282, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Monoimine 2-[1-(2,4,6-trimethylphenylimino)ethyl]-6-acetylpyridine (1, 263 mg, 0.94 mmol) and ferrocenylamine (280 mg, 1.03 mmol) were dissolved in 40 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 recrystallised from ethanol. Yield 180 mg (41%) of mixed diimine 6.

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-404497f62ada47859731c7baddde91fb
Source dataset
uspto-grants-2007_12
Patent number
US07304159B2

Reaction notes

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