Sulfuric Acid → 3-(2,6-Dimethylpyridin-3-yloxy)-5-bromopicolinamide

HRID 1511024Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1511024
[Br:1][C:2]1[CH:3]=[C:4]([O:10][C:11]2[C:12]([CH3:18])=[N:13][C:14]([CH3:17])=[CH:15][CH:16]=2)[C:5]([C:8]#[N:9])=[N:6][CH:7]=1.S(=O)(=O)(O)[OH:20].[OH-].[Na+]>>[CH3:18][C:12]1[C:11]([O:10][C:4]2[C:5]([C:8]([NH2:9])=[O:20])=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=2)=[CH:16][CH:15]=[C:14]([CH3:17])[N:13]=1

Komponenten

4

Edukt 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 674864525-Bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrile

Produkt 1

HCID 679943583-(2,6-Dimethylpyridin-3-yloxy)-5-bromopicolinamideAusbeute 92 %

Versuchsvorschrift

To 5-bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrile (25 g, 82 mmol) was added concentrated sulfuric acid (25 ml) and the mixture stirred at ambient temperature over night. The mixture was poured onto ice (500 ml) and the aqueous mixture neutralized using 50% NaOH. A solid formed at pH 7. The solid was collected and dried in vacuo to afford 3-(2,6-dimethylpyridin-3-yloxy)-5-bromopicolinamide (24.2 g, 92%).

Aufarbeitung

  1. additionThe mixture was poured onto ice (500 ml)
  2. customA solid formed at pH 7
  3. customThe solid was collected
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-02ba6816471e471f9eda5177d05a3060
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08212045B2

Notizen zur Reaktion

Wird geladen…