Hydrazine → 2-Hydrazinyl-5-iodopyridine

HRID 1483858Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1483858
Cl[C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=1.[NH2:9][NH2:10]>N1C=CC=CC=1>[NH:9]([C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][N:3]=1)[NH2:10]

Komponenten

4

Edukt 2

HCID 9321HydrazineHCID 43971762-Chloro-5-iodopyridine

Produkt 1

HCID 223971882-Hydrazinyl-5-iodopyridineAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

The solution of 2-chloro-5-iodopyridine (2.0 g, 20.9 mmol), anhydrous hydrazine (3.3 mL, 105 mmol) in pyridine (40 mL) was heated at reflux overnight. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. To the residue was added 1 N sodium hydroxide solution and it was extracted with EtOAc. The organic layer was separated, dried (sodium sulfate) and concentrated under reduced pressure. To the residue was added hexanes, and the precipitate was collected and dried in vacuo to afford the title compound (1.35 g, 69% yield) as off-white crystals. MS (ES+, m/z): 236.2 (M++1).

Aufarbeitung

  1. temperatureat reflux overnight
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. additionTo the residue was added 1 N sodium hydroxide solution and it
  4. extractionwas extracted with EtOAc
  5. customThe organic layer was separated
  6. dry with materialdried (sodium sulfate)
  7. concentrationconcentrated under reduced pressure
  8. additionTo the residue was added hexanes
  9. customthe precipitate was collected
  10. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8d7be083a5264eb78a426ca3e534fcd2
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09416132B2

Notizen zur Reaktion

Wird geladen…