Piperazine → 1-(5-Isoquinolinylsulfonyl)piperazine

HRID 1248751

Reaktionsgleichung

Reaktionsgleichung von HRID 1248751
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[CH:13]1[C:22]2[CH:21]=[CH:20][CH:19]=[C:18]([S:23](Cl)(=[O:25])=[O:24])[C:17]=2[CH:16]=[CH:15][N:14]=1.C(Cl)(Cl)Cl>C(Cl)Cl>[CH:13]1[C:22]2[CH:21]=[CH:20][CH:19]=[C:18]([S:23]([N:1]3[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]3)(=[O:25])=[O:24])[C:17]=2[CH:16]=[CH:15][N:14]=1

Komponenten

6

Edukt 4

HCID 4837PiperazineHCID 6212ChloroformHCID 11430Potassium CarbonateHCID 33716555-Isoquinolinesulfonyl chloride

Produkt 1

HCID 35451-(5-Isoquinolinylsulfonyl)piperazineAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Versuchsvorschrift

In 100 ml of methylene chloride were added 6.0 g of piperazine and 1.2 g of anhydrous potassium carbonate, and to the mixture was added dropwise 30 ml of a methylene chloride solution containing 2.0 g of 5-isoquinolinesulfonyl chloride under cooling with ice. After the dropwise addition of the methylene chloride solution, the mixed solution was stirred at a temperature of 15° C. to 25° C. for 15 hours, and then the reaction solution was washed with water, dried with anhydrous magnesium sulfate, and the methylene chloride was distilled therefrom. The residue thus obtained was subjected to a silica gel column chromatography (silica gel: 70 g; solvent: chloroform) to give 2.14 g of 1-(5-isoquinolinesulfonyl)piperazine, i.e., Compound (35) in a yield of 89%.

Aufarbeitung

  1. temperatureunder cooling with ice
  2. washthe reaction solution was washed with water
  3. dry with materialdried with anhydrous magnesium sulfate
  4. distillationthe methylene chloride was distilled
  5. customThe residue thus obtained

Quellen und Nachweise

ORD-Eintrag
ord-eb6b8e0254904c0ab13fab875cb741cf
Quelldatensatz
uspto-grants-1985_06
Patentnummer
US04525589

Verknüpfte Notizen

Wird geladen…