Potassium Carbonate → 1-Benzyl-4-[(5-chloroisoindol-2-yl)sulfonyl]piperazine

HRID 352778Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 352778
[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

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 112305864-Benzylpiperazine-1-sulfonamideHCID 150082261,2-Bis(bromomethyl)-4-chlorobenzene

Produkt 1

HCID 227101621-Benzyl-4-[(5-chloroisoindol-2-yl)sulfonyl]piperazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-27d20b4baceb48d0b7bfa6089b63ecb4
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06747023B1

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