Bromine → 5-Bromo-2-methoxynicotinonitrile

HRID 1487351

Reaktionsgleichung

Reaktionsgleichung von HRID 1487351
C([O-])(=O)C.[Na+].[Br:6]Br.[CH3:8][O:9][C:10]1[N:17]=[CH:16][CH:15]=[CH:14][C:11]=1[C:12]#[N:13]>C(O)(=O)C>[Br:6][C:15]1[CH:16]=[N:17][C:10]([O:9][CH3:8])=[C:11]([CH:14]=1)[C:12]#[N:13]

Komponenten

5

Edukt 3

HCID 24408BromineHCID 2520992-Methoxypyridine-3-carbonitrileHCID 517045Sodium Acetate

Produkt 1

HCID 263699225-Bromo-2-methoxynicotinonitrileAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

12.23 g (149 mmol) of sodium acetate and then 7.66 ml (149 mmol) of bromine at 0° C. are added to 10 g (74.6 mmol) of a solution of 2-methoxy-nicotinonitrile in 29 ml of acetic acid. The reaction mixture is heated at 70° C. overnight. After returning to room temperature, the reaction medium is added to an ice bath and the precipitate obtained is filtered, rinsed with water and then dried at 50° C. to yield 11.6 g (73%) of 5-bromo-2-methoxy-nicotinonitrile in the form of a white solid.

Aufarbeitung

  1. customAfter returning to room temperature
  2. additionthe reaction medium is added to an ice bath
  3. customthe precipitate obtained
  4. filtrationis filtered
  5. washrinsed with water
  6. customdried at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-23fa741da28242479ccc46de94d146b7
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09428510B2

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