Cyclopenta-2,4-dien-1-amine;cyclopenta-1,3-diene;iron(2+) → HCID 178436227, compound

HRID 968892Notes

Reaction equation

HRID 968892 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].[C-:23]1([NH2:28])[CH:27]=[CH:26][CH:25]=[CH:24]1.[CH-:29]1[CH:33]=[CH:32][CH:31]=[CH:30]1.[Fe+2:34]>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:28][C-:23]2[CH:27]=[CH:26][CH:25]=[CH:24]2)[CH3:21])[N:15]=1)[CH3:13])[CH3:2].[CH-:29]1[CH:33]=[CH:32][CH:31]=[CH:30]1.[Fe+2:34]

Participants

4

Reactant 2

HCID 15501615Cyclopenta-2,4-dien-1-amine;cyclopenta-1,3-diene;iron(2+)HCID 221408662-[1-(2,6-Diethylphenylimino)ethyl]-6-acetylpyridine

Product 1

HCID 178436227HCID 178436227, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In an inert atmosphere, monoimine 2-[1-(2,6-diethylphenylimino)ethyl]-6-acetylpyridine (8, 368 mg, 1.25 mmol) and ferrocenylamine (268 mg, 1.33 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 recrystallised from ethanol. Yield 160 mg (27%) red crystals of mixed diimine 9.

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-69fe1ea230354a799aba7306b38e5730
Source dataset
uspto-grants-2007_12
Patent number
US07304159B2

Reaction notes

Loading…