Potassium Carbonate → HCID 67918523, compound

HRID 1533930Notes

Reaction equation

HRID 1533930 reaction equation
Cl[CH2:2][CH2:3][CH:4]1[O:8][C:7](=[O:9])[NH:6][CH2:5]1.[Cl:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C(=O)([O-])[O-].[K+].[K+].[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33]>CC(O)C.CO>[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33].[Cl:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:17]1[CH2:22][CH2:21][N:20]([CH2:2][CH2:3][CH:4]2[O:8][C:7](=[O:9])[NH:6][CH2:5]2)[CH2:19][CH2:18]1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 4156281-(2-Chlorophenyl)piperazineHCID 444266Maleic AcidHCID 19911451HCID 19911451, compound

Product 1

HCID 67918523HCID 67918523, compoundYield 25%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3776IsopropanolSolvent

Procedure

A stirred mixture of 8.3 g (0.056 mol) of 5-(2-chloroethyl)-2-oxazolidinone, 11 g (0.056 mol) of 1-(2-chlorophenyl)piperazine and 7.7 g (0.056 mol) of potassium carbonate in 150 ml of 2-propanol was heated at reflux temperature for 18 h. The mixture was filtered and the filtrate concentrated at reduced pressure. The residue was dissolved in 2-propanol and treated with a solution of 6.9 g (0.0595 mol) of maleic acid in warm methanol. The resulting maleic acid salt was collected and recrystallized several times from a 2-butanone/methanol mixture to obtain 5.8 g (25%) of solid, mp 166°-168.5° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 18 h
  3. filtrationThe mixture was filtered
  4. concentrationthe filtrate concentrated at reduced pressure
  5. dissolutionThe residue was dissolved in 2-propanol
  6. customThe resulting maleic acid salt was collected
  7. customrecrystallized several times from a 2-butanone/methanol mixture

Sources & evidence

ORD record
ord-59d23b0f940e494e8412eac172d82a5d
Source dataset
uspto-grants-1992_02
Patent number
US05086055

Reaction notes

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