Hydrazine hydrate (1:1) → HCID 135616744, Verbindung

HRID 1277627Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1277627
Cl.[C:2]([NH2:5])(=[NH:4])[CH3:3].O.[NH2:7]N.[C:9]([NH:14][CH:15]([CH3:23])[C:16](=O)[C:17](OCC)=[O:18])(=[O:13])[CH2:10][CH2:11][CH3:12]>C(O)C>[C:9]([NH:14][CH:15]([C:16]1[C:17](=[O:18])[NH:4][C:2]([CH3:3])=[N:5][N:7]=1)[CH3:23])(=[O:13])[CH2:10][CH2:11][CH3:12]

Komponenten

5

Edukt 3

HCID 24654Hydrazine hydrate (1:1)HCID 67170Acetamidine monohydrochlorideHCID 11736048Ethyl 3-(butanoylamino)-2-oxobutanoate

Produkt 1

HCID 135616744HCID 135616744, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel3×

Versuchsvorschrift

To an ice-cold solution of acetamidine hydrochloride (66.2 g) in absolute ethanol (600 ml) was slowly added a solution of hydrazine hydrate (35 g) in absolute ethanol (20 ml) over 20 minutes. After completion of the addition stirring was continued at room temperature for 10 minutes. A solution of ethyl 3-butyramido-2-oxo-butyrate (151 g) in absolute ethanol (100 ml) was then added and the mixture heated at 65°-70° with stirring for 20 hours. The precipitated ammonium chloride was removed by filtration and the filtrate concentrated in vacuo whereupon the triazinone separated. Ethyl acetate (ca. 300 ml) was added to aid the precipitation and the solid was collected. The filtrate was concentrated to give a second crop which was combined with the first and recrystallised from ethanol, 28.6 g. A further recrystallisation from ethanol afforded an analytical sample, m.p. 235°-237°.

Aufarbeitung

  1. additionAfter completion of the addition
  2. temperaturethe mixture heated at 65°-70°
  3. stirringwith stirring for 20 hours
  4. customThe precipitated ammonium chloride was removed by filtration
  5. concentrationthe filtrate concentrated in vacuo whereupon the triazinone
  6. customseparated
  7. additionEthyl acetate (ca. 300 ml) was added
  8. customthe precipitation
  9. customthe solid was collected
  10. concentrationThe filtrate was concentrated
  11. customto give a second crop which
  12. customrecrystallised from ethanol, 28.6 g
  13. customA further recrystallisation from ethanol
  14. customafforded an analytical sample, m.p. 235°-237°

Quellen und Nachweise

ORD-Eintrag
ord-38c6b8f5d2394674b1cf46e9322b9f6b
Quelldatensatz
uspto-grants-1981_07
Patentnummer
US04278673

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