Dimethyl Sulfoxide → HCID 1519739, compound

HRID 2280844Notes

Reaction equation

HRID 2280844 reaction equation
F[C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[NH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+].CS(C)=O>O>[N:16]1([C:2]2[CH:15]=[CH:14][C:5]([C:6]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[O:7])=[CH:4][CH:3]=2)[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 4837PiperazineHCID 11430Potassium CarbonateHCID 676634-Fluorobenzophenone

Product 1

HCID 1519739HCID 1519739, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

To a 500 mL one-neck flask was added 4-fluorobenzophenone (35 g), piperazine (13 g), potassium carbonate (22 g) and dimethyl sulfoxide (100 mL). The reaction mixture was heated to 100° C. for 20 hours. The mixture was cooled to room temperature and poured into water (400 mL). The mixture was extracted with chloroform (200 mL) and the recovered bottom layer was dried over sodium sulfate. The solvent was removed and the product was dried in vacuum oven at 60° C. for 6 hours to afford 40 g of waxy 4-piperazinobenzophenone.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. extractionThe mixture was extracted with chloroform (200 mL)
  3. dry with materialthe recovered bottom layer was dried over sodium sulfate
  4. customThe solvent was removed
  5. customthe product was dried in vacuum oven at 60° C. for 6 hours

Sources & evidence

ORD record
ord-8d59f724b37c486cbee2f87516127b02
Source dataset
uspto-grants-2015_09
Patent number
US09139552B2

Reaction notes

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