Acetic Anhydride → N-(4-cyano-2,3-dimethylphenyl)acetamide

HRID 1269863Notes

Reaction equation

HRID 1269863 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH2:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[C:11]([CH3:17])[C:10]=1[CH3:18]>C(OCC)(=O)C>[C:13]([C:12]1[CH:15]=[CH:16][C:9]([NH:8][C:5](=[O:7])[CH3:6])=[C:10]([CH3:18])[C:11]=1[CH3:17])#[N:14]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 199903354-Amino-2,3-dimethylbenzonitrile

Product 1

HCID 22934081N-(4-cyano-2,3-dimethylphenyl)acetamideYield 81.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Acetic anhydride (1.36 ml, 14.4 mmol) was added to a solution of 4-amino-2,3-dimethylbenzonitrile (1.32 g, 9.03 mmol) in ethyl acetate (10 ml) at room temperature, and then the reaction was carried out for 4 hours under reflux conditions. After the reaction mixture was cooled, the precipitate obtained was collected by filtration and dried to obtain N-(4-cyano-2,3-dimethylphenyl)acetamide (1.39 g, 81.8%).

Workup

  1. temperatureAfter the reaction mixture was cooled
  2. customthe precipitate obtained
  3. filtrationwas collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-a84cea353cc84605af45e385dc594a57
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

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