6-Amino-3-chloropyridazine → 3-Amino-4-bromo-6-chloropyridazine

HRID 68445

Reaktionsgleichung

Reaktionsgleichung von HRID 68445
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH2:8])=[CH:4][CH:3]=1.C([O-])(O)=O.[Na+].[Br:14]Br>CO>[Br:14][C:4]1[CH:3]=[C:2]([Cl:1])[N:7]=[N:6][C:5]=1[NH2:8]

Komponenten

5

Edukt 3

HCID 216436-Amino-3-chloropyridazineHCID 24408BromineHCID 516892Sodium Bicarbonate

Produkt 1

HCID 220244193-Amino-4-bromo-6-chloropyridazineAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 6-Chloro-pyridazin-3-ylamine (4 g, 31 mmol) in methanol (60 mL) was added NaHCO3 (5.2 g, 62 mmol). The reaction mixture was stirred for 30 minutes at RT then Br2 (4.9 g, 31 mmol) was added drop wise. Then the resulting reaction mixture was stirred additionally for 16 h at RT. After completion of reaction, the reaction mass concentrated under reduced pressure, crude purified by silica gel (100-200 mesh) chromatography using EtOAc/Hexane (8:2) to afford 4-Bromo-6-chloro-pyridazin-3-ylamine (2.3 g, 36%) as a solid.

Aufarbeitung

  1. customThen the resulting reaction mixture
  2. stirringwas stirred additionally for 16 h at RT
  3. customAfter completion of reaction
  4. concentrationthe reaction mass concentrated under reduced pressure, crude
  5. custompurified by silica gel (100-200 mesh) chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4e3baff1832d4fa7abb52f3c6518eb96
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822457B2

Verknüpfte Notizen

Wird geladen…