3-Chloro-2-methylaniline → N-(3-chloro-2-methylphenyl)acetamide

HRID 2171589Notes

Reaction equation

HRID 2171589 reaction equation
[Cl:1][C:2]1[C:3]([CH3:9])=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[C:10](OC(=O)C)(=[O:12])[CH3:11]>>[Cl:1][C:2]1[C:3]([CH3:9])=[C:4]([NH:5][C:10](=[O:12])[CH3:11])[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 68943-Chloro-2-methylanilineHCID 7918Acetic Anhydride

Product 1

HCID 81969N-(3-chloro-2-methylphenyl)acetamideYield 100.3%

Procedure

To a solution of 3-chloro-2-methylaniline (27 g, 0.19 mol) in 270 mL of ETOH at rt was added acetic anhydride (22 mL, 0.23 mol), and the solution was stirred at rt for 2 h. The mixture was concentrated under reduced pressure to give 35 g (100%) of the title compound.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7db0e4284d714a27975f24b534a94031
Source dataset
uspto-grants-2015_06
Patent number
US09051326B2

Reaction notes

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