Acetone → N-methyl-2-(2-methylphenyl)-2-oxoacetamide

HRID 256766Notes

Reaction equation

HRID 256766 reaction equation
[CH3:1][N+:2]#[C-:3].[CH3:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7](Cl)=[O:8].Cl.CC(C)=[O:17]>O>[CH3:3][NH:2][C:1](=[O:17])[C:7]([C:6]1[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=1[CH3:4])=[O:8]

Participants

6

Reactant 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 11646Methyl isocyanideHCID 702762-Methylbenzoyl chloride

Product 1

HCID 15239356N-methyl-2-(2-methylphenyl)-2-oxoacetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

Methyl isocyanide (0.84 ml) was added to 2-methylbenzoyl chloride (1.55 g). The mixture was stirred at 60° C. for 16 hours. Then, 5N hydrochloric acid (1.5 ml) and acetone (2 ml) were added, and the mixture was stirred at room temperature for 1.5 hours for hydrolysis. Then, water was added. The mixture was extracted with methylene chloride, washed with water and dried. The solvent was evaporated under reduced pressure to obtain the title compound as an oil (1.68 g).

Workup

  1. stirringthe mixture was stirred at room temperature for 1.5 hours for hydrolysis
  2. extractionThe mixture was extracted with methylene chloride
  3. washwashed with water
  4. customdried
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-6ed53ce77b76443cbd1d80c8775af894
Source dataset
uspto-grants-1993_11
Patent number
US05258551

Reaction notes

Loading…