2,4,6-Trimethylaniline → HCID 178425519, compound

HRID 2120925Notes

Reaction equation

HRID 2120925 reaction equation
[C:1](#[N:10])[C:2]1[C:3](=[CH:6][CH:7]=[CH:8][CH:9]=1)[C:4]#[N:5].[CH3:11][C:12]1[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([CH3:20])[C:13]=1[NH2:14].[Fe:21](Cl)Cl>C(O)C>[C:12]1([CH3:11])[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([CH3:20])[C:13]=1[N:5]=[C:4]1[C:3]2[C:2](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:1](=[N:14][C:13]2[C:15]([CH3:20])=[CH:16][C:17]([CH3:19])=[CH:18][C:12]=2[CH3:11])[NH:10]1.[Fe+2:21]

Participants

5

Reactant 3

HCID 69132,4,6-TrimethylanilineHCID 7042PhthalonitrileHCID 24458Ferrous Chloride

Product 1

HCID 178425519HCID 178425519, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 100-mL round-bottom flask equipped with a nitrogen inlet and an internal fritted-glass filter is charged with phthalonitrile (2.56 g, 20.0 mmol) and ethanol (50 mL). 2,4,6-Trimethylaniline (5.68 g, 42.0 mmol, 2.1 eq.) and iron(II) chloride (2.54 g, 20.0 mmol) are added to the flask, and the mixture is stirred at room temperature under nitrogen for 1 h.

Workup

  1. customA 100-mL round-bottom flask equipped with a nitrogen inlet
  2. filtrationan internal fritted-glass filter

Sources & evidence

ORD record
ord-eff916dc29c84e0195c6fcb21ad996b0
Source dataset
uspto-grants-2004_02
Patent number
US06693154B2

Reaction notes

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