Dimethylamine → 4-[4-(Dimethylamino)benzoyl]-5-methyl-1,3-dihydro-2H-imidazol-2-one

HRID 1995656Notes

Reaction equation

HRID 1995656 reaction equation
F[C:2]1[CH:16]=[CH:15][C:5]([C:6]([C:8]2[NH:9][C:10](=[O:14])[NH:11][C:12]=2[CH3:13])=[O:7])=[CH:4][CH:3]=1.[CH3:17][NH:18][CH3:19]>C(O)C>[CH3:17][N:18]([CH3:19])[C:2]1[CH:16]=[CH:15][C:5]([C:6]([C:8]2[NH:9][C:10](=[O:14])[NH:11][C:12]=2[CH3:13])=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 155675394-(4-Fluorobenzoyl)-5-methyl-1,3-dihydro-2H-imidazol-2-one

Product 1

HCID 155675544-[4-(Dimethylamino)benzoyl]-5-methyl-1,3-dihydro-2H-imidazol-2-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 11.0 g (0.05 mole) of 1,3-dihydro-4-(4-fluorobenzoyl)-5-methyl-2H-imidazol-2-one, 100 ml of 30% aqueous solution of dimethylamine and 200 ml of ethanol is heated in a pressure bomb at 130°-135° C. for 22 hours. The mixture is cooled, the solid is collected and recrystallized from isopropanol-water to give the title compound. M.P. >310° C. λ(max)(methanol) 364 nm (ε=23,300).

Workup

  1. temperatureis heated in a pressure bomb at 130°-135° C. for 22 hours
  2. temperatureThe mixture is cooled
  3. customthe solid is collected
  4. customrecrystallized from isopropanol-water

Sources & evidence

ORD record
ord-c385b2980430493ab2c4dbe277b12a3c
Source dataset
uspto-grants-1983_09
Patent number
US04405635

Reaction notes

Loading…