Water → 1,3-Dihydro-4-(1-oxobutyl)-2H-imidazol-2-one

HRID 543896Notes

Reaction equation

HRID 543896 reaction equation
[NH:1]1[CH:5]=[CH:4][NH:3][C:2]1=[O:6].[C:7](Cl)(=[O:11])[CH2:8][CH2:9][CH3:10].[Cl-].[Al+3].[Cl-].[Cl-].O>ClCCl>[O:11]=[C:7]([C:5]1[NH:1][C:2](=[O:6])[NH:3][CH:4]=1)[CH2:8][CH2:9][CH3:10]

Participants

6

Reactant 4

HCID 962WaterHCID 8855Butyryl chlorideHCID 222082-HydroxyimidazoleHCID 6451240Aluminum(III) Chloride

Product 1

HCID 130720061,3-Dihydro-4-(1-oxobutyl)-2H-imidazol-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 10 ml of dichloromethane is placed 1.0 g of 1,3-dihydro-2H-imidazol-2-one, 1.28 g of butyryl chloride and 4.8 g of aluminum chloride. The mixture is refluxed and stirred for 2 hours after which it is poured into water. The precipitate is collected, washed with water, and recrystallized from ethanol:water, to give the title compound, m.p. 268°-270° C.

Workup

  1. temperatureThe mixture is refluxed
  2. customThe precipitate is collected
  3. washwashed with water
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-ef1ad9dcadcf41d4a6e4eea0dd558b64
Source dataset
uspto-grants-1984_05
Patent number
US04447619

Reaction notes

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