1-{6-[(1E)-N-(2,4,6-Trimethylphenyl)ethanimidoyl]pyridin-2-yl}ethan-1-one → 2-[1-(2,4,6-Trimethylphenylimino)ethyl]-6-[1-(4-propoxy-3,5-diphenylphenylimino)ethyl]pyridine

HRID 1986030Notes

Reaction equation

HRID 1986030 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].[CH2:22]([O:25][C:26]1[C:32]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:31][C:29]([NH2:30])=[CH:28][C:27]=1[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH2:23][CH3:24]>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:30][C:29]2[CH:28]=[C:27]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[C:26]([O:25][CH2:22][CH2:23][CH3:24])=[C:32]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH:31]=2)[CH3:20])[N:14]=1)[CH3:12]

Participants

4

Reactant 2

HCID 221344681-{6-[(1E)-N-(2,4,6-Trimethylphenyl)ethanimidoyl]pyridin-2-yl}ethan-1-oneHCID 577213944-Propoxy-3,5-diphenylaniline

Product 1

HCID 577213892-[1-(2,4,6-Trimethylphenylimino)ethyl]-6-[1-(4-propoxy-3,5-diphenylphenylimino)ethyl]pyridine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-[1-(2,4,6-trimethylphenylimino)ethyl]-6-acetylpyridine (387 mg, 1.38 mmol) and 4-propoxy-3,5-diphenylaniline (440 mg, 1.45 mmol) were dissolved in 50 ml of toluene. To this solution, 4 Å molecular sieves were added. After standing for 1 day the mixture was filtered. The solvent was removed in vacuo. The residue was crystallised from cold ethanol. The product was isolated as a yellow treacle (700 mg) and used as such.

Workup

  1. additionTo this solution, 4 Å molecular sieves were added
  2. filtrationthe mixture was filtered
  3. customThe solvent was removed in vacuo
  4. customThe residue was crystallised from cold ethanol
  5. customThe product was isolated as a yellow treacle (700 mg)

Sources & evidence

ORD record
ord-2f7de993004e430abc3ae46f38292b32
Source dataset
uspto-grants-2009_06
Patent number
US07547783B2

Reaction notes

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