Piperazine → 1-(3-Piperazinylpropyl)-3-n-hexylurea

HRID 543186Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 543186
Cl[CH2:2][CH2:3][CH2:4][NH:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:7].[NH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1>C(O)C>[N:15]1([CH2:2][CH2:3][CH2:4][NH:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:7])[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1

Komponenten

4

Edukt 2

HCID 4837PiperazineHCID 136067321-(3-Chloropropyl)-3-n-hexylurea

Produkt 1

HCID 571432471-(3-Piperazinylpropyl)-3-n-hexylureaAusbeute 39 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 1-(3-chloropropyl)-3-n-hexylurea (11.0 g; 50 mmole), piperazine (43.0 g; 500 mmole) and reagent ethanol (250 ml) was refluxed for 2 hours. The solvent was removed in vacuo, and the solid residue was dissolved in water. The resulting solution was extracted with methylene chloride, concentrated in vacuo, and the residue was chromatographed on silica gel to give 1-(3-piperazinylpropyl)-3-n-hexylurea as a light yellow oil (6.7 g; 39% yield).

Aufarbeitung

  1. temperaturewas refluxed for 2 hours
  2. customThe solvent was removed in vacuo
  3. dissolutionthe solid residue was dissolved in water
  4. extractionThe resulting solution was extracted with methylene chloride
  5. concentrationconcentrated in vacuo
  6. customthe residue was chromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-f3e9bad033cb48e59cad608a7162c03c
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04661481

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