2,6-Dimethylaniline → N-Acetyl-2,6-xylidine

HRID 1771631Notes

Reaction equation

HRID 1771631 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[NH2:4].[C:10](OC(=O)C)(=[O:12])[CH3:11]>>[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[NH:4][C:10](=[O:12])[CH3:11]

Participants

3

Reactant 2

HCID 68962,6-DimethylanilineHCID 7918Acetic Anhydride

Product 1

HCID 16616N-Acetyl-2,6-xylidineYield 74%

Procedure

2,6-dimethylaniline (10 g, 82.5 mmol, 1.0 eq) was added to acetic anhydride (100 mL) at 0° C. The reaction mixture was then warmed to room temperature and stirred for 1 h. The reaction was poured into ice water and the precipitate that formed collected by filtration to give the title compound as a yellow solid (10 g, 74%).

Workup

  1. customthe precipitate that formed
  2. filtrationcollected by filtration

Sources & evidence

ORD record
ord-e0ea8b28eeca40c28272052e473215c4
Source dataset
uspto-grants-2016_02
Patent number
US09249085B2

Reaction notes

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