Water → HCID 15341318, compound

HRID 1452039Notes

Reaction equation

HRID 1452039 reaction equation
Cl[CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[O:8].C(=O)([O-])[O-].[K+].[K+].[N+:15]([C:18]1[N:19]=[CH:20][NH:21][CH:22]=1)([O-:17])=[O:16].O>C(#N)C>[N+:15]([C:18]1[N:19]=[CH:20][N:21]([CH:2]2[CH2:7][CH2:6][CH2:5][CH2:4][C:3]2=[O:8])[CH:22]=1)([O-:17])=[O:16]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 132032-ChlorocyclohexanoneHCID 178526856HCID 178526856, compound

Product 1

HCID 15341318HCID 15341318, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

84.0 ml (0.736 mol) of 2-chlorocyclohexanone and 92.54 g (0.670 mol) of potassium carbonate were added to a suspension of 75.16 g (0.885 mol) of 4-nitroimidazole in 1 l of acetonitrile. The obtained mixture was heated under reflux for 18 hours and cooled by allowing to stand, followed by the addition of water. The obtained mixture was extracted with ethyl acetate. The obtained organic phase was washed with a saturated aqueous solution of common salt, dried over anhydrous magnesium sulfate, and concentrated in a vacuum. The obtained residue was triturated with ethyl acetate to give 86.46 g of the title compound as a light-brown powder (yield: 62%).

Workup

  1. temperatureThe obtained mixture was heated
  2. temperatureunder reflux for 18 hours
  3. temperaturecooled
  4. extractionThe obtained mixture was extracted with ethyl acetate
  5. washThe obtained organic phase was washed with a saturated aqueous solution of common salt
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated in a vacuum
  8. customThe obtained residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-a9219d0ac6f94f54968137d8148337fb
Source dataset
uspto-grants-1997_02
Patent number
US05606061

Reaction notes

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