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

HRID 1293505Notes

Reaction equation

HRID 1293505 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 21.

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-e04631877dfc4020ad15f6ef63d20865
Source dataset
uspto-grants-2007_07
Patent number
US07238764B2

Reaction notes

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