Piperidine → 4-Methyl-5-[4-(piperidin-1-yl)benzoyl]-1,3-dihydro-2H-imidazol-2-one

HRID 1995655Notes

Reaction equation

HRID 1995655 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.[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>>[CH3:13][C:12]1[NH:11][C:10](=[O:14])[NH:9][C:8]=1[C:6](=[O:7])[C:5]1[CH:15]=[CH:16][C:2]([N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 155675394-(4-Fluorobenzoyl)-5-methyl-1,3-dihydro-2H-imidazol-2-one

Product 1

HCID 155675514-Methyl-5-[4-(piperidin-1-yl)benzoyl]-1,3-dihydro-2H-imidazol-2-one

Procedure

A suspension of 11.0 g (0.05 mole) of 1,3-dihydro-4-(4-fluorobenzoyl)-5-methyl-2H-imidazol-2-one in 30 ml of piperidine is stirred at reflux temperature for 24 hours. Excess piperidine is evaporated under reduced pressure and the residue is recrystallized twice from a mixture of isopropanol and water to give 11.9 g of the title compound. M.P. 260°-263° C.

Workup

  1. temperatureat reflux temperature for 24 hours
  2. customExcess piperidine is evaporated under reduced pressure
  3. customthe residue is recrystallized twice from a mixture of isopropanol and water

Sources & evidence

ORD record
ord-74f30b4d680840ecaf16c01013bf3750
Source dataset
uspto-grants-1983_09
Patent number
US04405635

Reaction notes

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