Ferrous Chloride → (2,6-Dimethyl-phenyl)-(1-{6-[1-(2-isopropyl-phenylimino)-ethyl]-pyridin-2-yl}ethylidene)-amine iron (II) chloride

HRID 1406596Notes

Reaction equation

HRID 1406596 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]=[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18](=[N:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH:27]([CH3:29])[CH3:28])[CH3:19])[N:13]=1)[CH3:11].[Fe:30]([Cl:32])[Cl:31]>C1COCC1>[Fe:30]([Cl:32])[Cl:31].[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]=[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18](=[N:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[CH:27]([CH3:29])[CH3:28])[CH3:19])[N:13]=1)[CH3:11]

Participants

4

Reactant 2

HCID 24458Ferrous ChlorideHCID 86674238(2,6-Dimethyl-phenyl)-(1-{6-[1-(2-isopropyl-phenylimino)-ethyl]-pyridin-2-yl}ethylidene)-amine

Product 1

HCID 131732192(2,6-Dimethyl-phenyl)-(1-{6-[1-(2-isopropyl-phenylimino)-ethyl]-pyridin-2-yl}ethylidene)-amine iron (II) chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(2,6-Dimethyl-phenyl)-(1-{6-[1-(2-isopropyl-phenylimino)-ethyl]-pyridin-2-yl}-ethylidene)-amine 8 (1.0 g, 0.0026 mol) was added in one portion to the suspension of 0.31 g (0.0025 mol) of iron (II) chloride in 50 ml of THF at ambient temperature in nitrogen glove box. The reaction mixture was stirred for 12 h. The resultant blue solid was filtered and washed by 50 ml of pentanes three times and dried under 1-mm vacuum overnight. The yield of (2,6-dimethyl-phenyl)-(1-{6-[1-(2-isopropyl-phenylimino)-ethyl]-pyridin-2-yl}-ethylidene)-amine iron (II) chloride 10 was 1.06 g (85%).

Workup

  1. filtrationThe resultant blue solid was filtered
  2. washwashed by 50 ml of pentanes three times
  3. customdried under 1-mm vacuum overnight

Sources & evidence

ORD record
ord-cbd5801d3329404a9dae52dd2a0c6168
Source dataset
uspto-grants-2014_12
Patent number
US08916664B2

Reaction notes

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