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Hydrazine hydrate (1:1) → 5-(Benzyloxy)-2-(hydrazinocarbonyl)-4-oxo-1,4-dihydropyridine

HRID 1249600
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1249600
[CH2:1]([O:8][C:9]1[C:10](=[O:20])[CH:11]=[C:12]([C:15](OCC)=[O:16])[NH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:22][NH2:23]>>[CH2:1]([O:8][C:9]1[C:10](=[O:20])[CH:11]=[C:12]([C:15]([NH:22][NH2:23])=[O:16])[NH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 867411755-(Benzyloxy)-1,4-dihydro-4-oxo-2-pyridinecarboxylic acid, ethyl ester

Produkt 1

HCID 141824695-(Benzyloxy)-2-(hydrazinocarbonyl)-4-oxo-1,4-dihydropyridine

Versuchsvorschrift

A suspension of 5-(benzyloxy)-1,4-dihydro-4-oxo-2-pyridinecarboxylic acid, ethyl ester (7.1 g, 26 mmole) in 99% hydrazine hydrate (15 ml) was heated until most of the solid dissolved. The resulting mixture was stirred for 25 minutes at ambient temperature, the excess hydrazine was removed under high vacuum and the solid residue was treated with methanol. The volatiles were removed in vacuo (repeat methanol treatment and evaporation twice), the solid residue was washed with methanol, hexane, and dried to afford 6 g of the title compound.

Aufarbeitung

  1. temperature
was heated until most of the solid
  • dissolutiondissolved
  • customthe excess hydrazine was removed under high vacuum
  • additionthe solid residue was treated with methanol
  • customThe volatiles were removed in vacuo (
  • custommethanol treatment and evaporation twice), the solid residue
  • washwas washed with methanol, hexane
  • customdried
  • Quellen und Nachweise

    ORD-Eintrag
    ord-8f078f409c894c199c19e22035ae4e2a
    Quelldatensatz
    uspto-grants-1986_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patentnummer
    US04632985

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