Diethyl Ether → 4-Benzoyl-5-methyl-1,3-dihydro-2H-imidazol-2-one

HRID 1995659Notes

Reaction equation

HRID 1995659 reaction equation
[CH3:1][C:2]1[CH:6]=[N:5][C:4](=[O:7])[N:3]=1.[Cl-].[Al+3].[Cl-].[Cl-].[C:12](Cl)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.CCOCC>[N+](C1C=CC=CC=1)([O-])=O>[C:12]([C:6]1[NH:5][C:4](=[O:7])[NH:3][C:2]=1[CH3:1])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 7412Benzoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 22290139HCID 22290139, compound

Product 1

HCID 155675314-Benzoyl-5-methyl-1,3-dihydro-2H-imidazol-2-one

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 3.0 g of 4-methylimidazol-2-one and 8.0 g of aluminum chloride in 50 ml of nitrobenzene is added dropwise 4.6 g of benzoyl chloride. The solution is warmed at 60° C. for 4 hours, poured over ice water, slurried with ether and the resulting solids filtered and dried to yield the title compound. M.P. 250°-54° C.

Workup

  1. filtrationthe resulting solids filtered
  2. customdried

Sources & evidence

ORD record
ord-4f9d0ced93ab486c9de2575f0b115003
Source dataset
uspto-grants-1983_09
Patent number
US04405635

Reaction notes

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