Acetic Anhydride → N-(2-methylquinolin-6-yl)acetamide

HRID 585302Notes

Reaction equation

HRID 585302 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[CH:5]2.[C:13](OC(=O)C)(=[O:15])[CH3:14]>N1C=CC=CC=1>[CH3:12][C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([NH:1][C:13](=[O:15])[CH3:14])[CH:3]=2)[N:8]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 1031482-Methylquinolin-6-amine

Product 1

HCID 459664N-(2-methylquinolin-6-yl)acetamideYield 92.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

6-amino-2-methylquinoline (1.02 g, 6.45 mmol) was dissolved in pyridine (30 ml), acetic anhydride (0.913 ml, 9.67 mmol) was added thereto, and the mixture was stirred at room temperature for 3 hours. The solvent was distilled off under reduced pressure, and diisopropyl ether was added thereto for crystallization, to obtain N-(2-methyl-6-quinolinyl)acetamide (1.20 g) as white powders.

Workup

  1. distillationThe solvent was distilled off under reduced pressure, and diisopropyl ether
  2. additionwas added
  3. customfor crystallization

Sources & evidence

ORD record
ord-7b10ee4da1b94f538075e3dc4a4d25ca
Source dataset
uspto-grants-2005_08
Patent number
US06930185B2

Reaction notes

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