Ferrous Chloride → HCID 56945463, compound

HRID 857832Notes

Reaction equation

HRID 857832 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[N:8][C@@H:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]1[N:15]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1.[Fe:23]([Cl:25])[Cl:24]>C1COCC1>[Fe:23]([Cl:25])[Cl:24].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[N:8][C@@H:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]1[N:15]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1

Participants

4

Reactant 2

HCID 24458Ferrous ChlorideHCID 100629331-(pyridin-2-yl)-N-[(1R,2R)-2-{[(pyridin-2-yl)methylidene]amino}cyclohexyl]methanimine

Product 1

HCID 56945463HCID 56945463, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a baked Schlenk tube, 1.0 g (3.4 mmol) of trans-N,N′-bispyridin-2-ylmethylenecyclohexane-1,2-diamine are dissolved in 40 ml of THF and admixed with 431 mg (3.4 mmol) of iron(II) chloride (anhydrous). After 0.5 h, the solution becomes dark blue. After stirring at room temperature for another 2 hours, the solvent is removed under reduced pressure and the residue is stirred with 10 ml of heptane. Filtration through a G3 frit gives the product as a dark blue solid in a yield of 1.41 g (3.36 mmol, 99%).

Workup

  1. customthe solvent is removed under reduced pressure
  2. stirringthe residue is stirred with 10 ml of heptane
  3. filtrationFiltration through a G3 frit

Sources & evidence

ORD record
ord-f89c31fc201c4952aada0bfe7c6bcd77
Source dataset
uspto-grants-2006_12
Patent number
US07148174B2

Reaction notes

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