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

HRID 707728Notes

Reaction equation

HRID 707728 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[CH3:27])[CH3:19])[N:13]=1)[CH3:11].[Fe:28]([Cl:30])[Cl:29]>C1COCC1>[Fe:28]([Cl:30])[Cl:29].[CH3:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[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[CH3:27])[CH3:19])[N:13]=1)[CH3:11]

Participants

4

Reactant 2

HCID 24458Ferrous ChlorideHCID 58602339(2,6-Dimethyl-phenyl)-{1-[6-(1-o-tolylimino-ethyl)-pyridin-2-yl]-ethylidene}-amine

Product 1

HCID 131732191(2,6-Dimethyl-phenyl)-{1-[6-(1-o-tolylimino-ethyl)-pyridin-2-yl]-ethylidene}-amine iron (II) chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(2,6-Dimethyl-phenyl)-{1-[6-(1-o-tolylimino-ethyl)-pyridin-2-yl]-ethylidene}-amine 4 (1.0 g, 0.00281 mol) was added in one portion to the suspension of 0.33 g (0.0026 mol) of iron (II) chloride in 30 ml of THF at ambient temperature in nitrogen glove box. The reaction mixture was stirred for 12 hours additionally. 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-o-tolylimino-ethyl)-pyridin-2-yl]-ethylidene}-amine iron (II) chloride 7 was 1.04 g (83%).

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-d26aed39c812488aa72d0c1dc00377de
Source dataset
uspto-grants-2015_11
Patent number
US09175104B2

Reaction notes

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