Sodium Hydroxide → 5-bromo-2-chloro-3-cyano-6-(N,N-dimethylamino)-4-methylpyridine

HRID 53541Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 53541
[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH3:10])[CH:5]=[C:4]([N:11]([CH3:13])[CH3:12])[N:3]=1.[Br:14]Br.[OH-].[Na+]>C(O)(=O)C.O>[Br:14][C:5]1[C:6]([CH3:10])=[C:7]([C:8]#[N:9])[C:2]([Cl:1])=[N:3][C:4]=1[N:11]([CH3:12])[CH3:13]

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 24408BromineHCID 199600452-Chloro-3-cyano-6-(N,N-dimethylamino)-4-methylpyridine

Produkt 1

HCID 199600285-bromo-2-chloro-3-cyano-6-(N,N-dimethylamino)-4-methylpyridineAusbeute 98,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

To a suspension of 2-chloro-3-cyano-6-(N,N-dimethylamino)-4-methylpyridine (0.98 g) in acetic acid (10 mL) was added bromine (0.9 g) in acetic acid (1 mL). The reaction mixture was stirred at room temperature for 20 minutes and then warmed to 60° C. for 5 minutes. After cooling to room temperature the mixture was poured into a solution of sodium hydroxide (8 g) in water (100 mL). The mixture was extracted with chloroform (3×30 mL). The combined organic phase was washed, dried, and evaporated to give 1.36 g of the title compound, suitable for use in the next reaction.

Aufarbeitung

  1. temperaturewarmed to 60° C. for 5 minutes
  2. temperatureAfter cooling to room temperature the mixture
  3. extractionThe mixture was extracted with chloroform (3×30 mL)
  4. washThe combined organic phase was washed
  5. customdried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-f41d23391e474101991fe6e5a3777f55
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05620974

Notizen zur Reaktion

Wird geladen…