Potassium Carbonate → HCID 22710162, compound

HRID 352778Notes

Reaction equation

HRID 352778 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([S:14](=[O:17])(=[O:16])[NH2:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:19][C:20]1[CH:21]=[C:22]([Cl:28])[CH:23]=[CH:24][C:25]=1[CH2:26]Br.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([S:14]([N:15]2[CH:19]=[C:20]3[C:25]([CH:24]=[CH:23][C:22]([Cl:28])=[CH:21]3)=[CH:26]2)(=[O:17])=[O:16])[CH2:12][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11230586178312-46-4HCID 150082261,2-Bis(bromomethyl)-4-chlorobenzene

Product 1

HCID 22710162HCID 22710162, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In ethanol (5 ml), 1-benzyl-4-sulfamoylpiperazine (251 mg) was dissolved. To the resulting solution, 3,4-bis(bromomethyl)-1-chlorobenzene (293 mg) and potassium carbonate (204 mg) were added, followed by heating under reflux for 3.5 hours. After cooling, the precipitate was filtered off. The filtrate was then distilled under reduced pressure and the residue was purified by chromatography on a silica gel column (dichloromethane˜ethanol:dichloromethane=1:100), whereby the title compound (222 mg, 58%) was obtained.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 3.5 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitate was filtered off
  5. distillationThe filtrate was then distilled under reduced pressure
  6. customthe residue was purified by chromatography on a silica gel column (dichloromethane˜ethanol:dichloromethane=1:100), whereby the title compound (222 mg, 58%)
  7. customwas obtained

Sources & evidence

ORD record
ord-27d20b4baceb48d0b7bfa6089b63ecb4
Source dataset
uspto-grants-2004_06
Patent number
US06747023B1

Reaction notes

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