Acetic Anhydride → N-(3,5-dimethoxyphenyl)acetamide

HRID 1977650Notes

Reaction equation

HRID 1977650 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[NH2:6].[C:12](OC(=O)C)(=[O:14])[CH3:13]>C(O)(=O)C.O>[CH3:11][O:10][C:8]1[CH:7]=[C:5]([NH:6][C:12](=[O:14])[CH3:13])[CH:4]=[C:3]([O:2][CH3:1])[CH:9]=1

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 663013,5-Dimethoxyaniline

Product 1

HCID 702039N-(3,5-dimethoxyphenyl)acetamide

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

To a solution of 3,5-dimethoxyaniline (7.13 g, 46.5 mmol) in acetic acid (30 mL) and water (10 mL) was added acetic anhydride (4.61 mL, 48.9 mmol) at room temperature. The reaction was heated gently on a steam bath then cooled to room temperature. Excess water was added and the title compound 464A was collected by filtration.

Workup

  1. temperatureThe reaction was heated gently on a steam bath
  2. filtrationthe title compound 464A was collected by filtration

Sources & evidence

ORD record
ord-a8170a7293e04db5a3280fd8d715bf36
Source dataset
uspto-grants-2001_05
Patent number
US06235740B1

Reaction notes

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