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

HRID 36428

Reaction equation

HRID 36428 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-33cb00ace74546bf936022e8d0659d2b
Source dataset
uspto-grants-1995_05
Patent number
US05414122

Linked notes

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