Reaktion #316082

Reaktionsgleichung

sodium hydroxide

2-Amino-pyridine-3-carbaldehyde

chloroacetone

hydrochloric acid

→

2-methyl-[1,8]naphthyridin-3-ol

Ausbeute 40.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe precipitated crystal was then collected by filtration
2. 2
   workup.ADDITIONIsopropanol was added to the crystal
3. 3
   Temperaturthe mixture was heated
4. 4
   Temperaturunder reflux
5. 5
   Sonstigethe solvent was then removed by distillation
6. 6
   workup.ADDITIONHexane was added to the residue
7. 7
   Filtrationthe precipitated crystal was collected by filtration
8. 8
   Waschenwas washed with hexane

Vorschrift

2-Amino-pyridine-3-carbaldehyde (2.0 g) and chloroacetone (1.5 g) were suspended in a 5 N aqueous sodium hydroxide solution (10 ml) and was allowed to stand in a hermetically sealed state for 3 days. The reaction solution was neutralized with 10% hydrochloric acid, and the precipitated crystal was then collected by filtration. Isopropanol was added to the crystal, and the mixture was heated under reflux. The reaction solution was cooled to room temperature, and the solvent was then removed by distillation. Hexane was added to the residue, and the precipitated crystal was collected by filtration and was washed with hexane to give 2-methyl-[1,8]naphthyridin-3-ol (1.05 g, yield 40%).

Quelle