Histamine → HCID 178526685, Verbindung

HRID 726240

Reaktionsgleichung

Reaktionsgleichung von HRID 726240
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[CH:11]1[N:15]=[CH:14][NH:13][C:12]=1[CH2:16][CH2:17][NH2:18]>CC(O)C>[NH:15]1[CH:11]=[C:12]([CH2:16][CH2:17][NH:18][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)[N:13]=[CH:14]1

Komponenten

4

Edukt 2

HCID 774HistamineHCID 783082-Chloro-5-nitropyridine

Produkt 1

HCID 178526685HCID 178526685, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

2.22 g (14 mmol) of 2-chloro-5-nitropyridine and an equimolar equivalent of histamine base (1.56 g) in 10 ml of 2-propanol are brought to reflux for 48 h. The reaction mixture is concentrated to dryness and the solid residue is taken up in water, heated to boiling, cooled and filtered. The filtrate is concentrated to dryness and chromatographed on a column of silica gel which is eluted with a mixture of chloroform and methanol (5, 10 and 20%). The combined pure fractions are evaporated to dryness and the solid residue is crystallized from absolute ethanol to provide the product. M.p.: 162°-163° C.

Aufarbeitung

  1. temperatureto reflux for 48 h
  2. concentrationThe reaction mixture is concentrated to dryness
  3. temperatureheated
  4. temperaturecooled
  5. filtrationfiltered
  6. concentrationThe filtrate is concentrated to dryness
  7. customchromatographed on a column of silica gel which
  8. washis eluted with a mixture of chloroform and methanol (5, 10 and 20%)
  9. customThe combined pure fractions are evaporated to dryness
  10. customthe solid residue is crystallized from absolute ethanol
  11. customto provide the product

Quellen und Nachweise

ORD-Eintrag
ord-f67fd524b99c4fbb9b87bb40fbfeb07d
Quelldatensatz
uspto-grants-1998_01
Patentnummer
US05708171

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