Dimethylamine → N,N-dimethyl-3-nitrobenzamide

HRID 1740797Notes

Reaction equation

HRID 1740797 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](Cl)=[O:8])([O-:3])=[O:2].[CH3:13][NH:14][CH3:15]>>[CH3:13][N:14]([CH3:15])[C:7](=[O:8])[C:6]1[CH:10]=[CH:11][CH:12]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1

Participants

3

Reactant 2

HCID 674DimethylamineHCID 8495Benzoyl chloride, 3-nitro-

Product 1

HCID 347759N,N-dimethyl-3-nitrobenzamideYield 87%

Procedure

3-Nitrobenzoyl chloride (1.03 g, 5.5 mmol) was treated with dimethylamine (40% aqueous solution) (5 ml). The reaction mixture was stirred under Argon for 2 hours, and then extracted with dichloromethane (70 ml). The organic extract was dried (Na2SO4) and concentrated in vacuo to afford the title compound as a pale yellow solid (0.94 g, 87%).

Workup

  1. extractionextracted with dichloromethane (70 ml)
  2. extractionThe organic extract
  3. dry with materialwas dried (Na2SO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a3b8f2e6a94b49109479edcbf83bbff1
Source dataset
uspto-grants-1999_10
Patent number
US05972937

Reaction notes

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