Potassium Carbonate → N-(1-methyl-2-oxo-propyl)-N-(3-nitrophenyl)formamide

HRID 1835473Notes

Reaction equation

HRID 1835473 reaction equation
[CH:1]([NH:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1)=[O:2].C(=O)([O-])[O-].[K+].[K+].Br[CH:20]([C:22](=[O:24])[CH3:23])[CH3:21]>CN(C)C=O.C(OCC)(=O)C>[CH3:21][CH:20]([N:3]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1)[CH:1]=[O:2])[C:22](=[O:24])[CH3:23]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 131422-Butanone, 3-bromo-HCID 5971093'-Nitroformanilide

Product 1

HCID 23503659N-(1-methyl-2-oxo-propyl)-N-(3-nitrophenyl)formamideYield 100%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of N-formyl-3-nitroaniline (831 mg) and potassium carbonate (830 mg) in N,N-dimethylformamide (5 ml) was added 2-bromo-3-butanone (906 mg), and the mixture was stirred for 72 hours. The mixture was diluted with ethyl acetate and washed with water and brine. The mixture was dried over magnesium sulfate and evaporated to give N-(1-methyl-2-oxo-propyl)-N-(3-nitrophenyl)formamide (1.18 g, 100%).

Workup

  1. washwashed with water and brine
  2. dry with materialThe mixture was dried over magnesium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-22696cb5901b4df58d51f920ec8970f5
Source dataset
uspto-grants-2004_08
Patent number
US06770667B1

Reaction notes

Loading…