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Hydrazine hydrate (1:1) → Tert-butyl 6-hydrazinylpyridine-3-carboxylate

HRID 1913183
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1913183
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])=[CH:4][CH:3]=1.O.[NH2:16][NH2:17]>C(O)C>[NH:16]([C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])=[CH:4][CH:3]=1)[NH2:17]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 11521348Tert-butyl 6-chloropyridine-3-carboxylate

Produkt 1

HCID 45089857Tert-butyl 6-hydrazinylpyridine-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

18.0 g (84.2 mmol) of tert-butyl 6-chloropyridine-3-carboxylate are initially charged in 85 ml of ethanol. 42.2 g (842.0 mmol) of hydrazine hydrate are added, and the mixture is stirred at 100° C. for 2 h. The mixture is then concentrated, and the residue is taken up in a mixture of ethyl acetate and water. The phases are separated, and the organic phase is washed once with water and once with saturated sodium chloride solution, dried over magnesium sulfate and concentrated again. The residue is triturated with petroleum ether, and the solid formed is filtered off and dried under high vacuum.

Aufarbeitung

  1. concentrationThe mixture is then concentrated
  2. additionthe residue is taken up in a mixture of ethyl acetate and water
  3. customThe phases are separated
  4. washthe organic phase is washed once with water and once with saturated sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated again
  7. customThe residue is triturated with petroleum ether
  8. customthe solid formed
  9. filtrationis filtered off
  10. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-414f3b0fdf38488f9e140f7c9557fa4f
Quelldatensatz
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08609698B2

Notizen zur Reaktion

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