Reaktion #1375011

Reaktionsgleichung

o-Aminothiophenol

nicotinic acid

→

2-(3-Pyridinyl)benzothiazole

Lösungsmittel

—

polyphosphoric acid ethyl ester

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting solution is heated
2. 2
   Temperaturat reflux for 1 hour
3. 3
   EinengenIt is then concentrated to dryness
4. 4
   workup.ADDITIONThe residue is poured onto 1500 cc of ice-water
5. 5
   ExtraktionThe aqueous mixture is extracted with CHCl3
6. 6
   Trocknenthe extracts dried (MgSO4)
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated in vacuo
9. 9
   SonstigeThe residue is recrystallized from acetonitrile
10. 10
    Sonstigeto yield the title A compound (42.8 g, 68%, of theory)

Vorschrift

o-Aminothiophenol 36.9 g (0.30 mole) and nicotinic acid 55.5 g (0.45 mole) are dissolved in 600 cc of chloroform and 360 g of polyphosphoric acid ethyl ester (PPE). The resulting solution is heated at reflux for 1 hour. It is then concentrated to dryness. The residue is poured onto 1500 cc of ice-water, and the resulting mixture is brought to pH 10 with 50% NaOH solution. The aqueous mixture is extracted with CHCl3, and the extracts dried (MgSO4), filtered, and concentrated in vacuo. The residue is recrystallized from acetonitrile to yield the title A compound (42.8 g, 68%, of theory).

Quelle