Reaktion #814964

Reaktionsgleichung

6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-acetic acid

2-hydrazinopyridine

→

8-methoxy-2-(2-pyridyl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one

Ausbeute 81.9%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis heated
2. 2
   Temperaturunder reflux for 2 hours
3. 3
   SonstigeThe resulting crystals are collected
4. 4
   workup.ADDITIONwhereto 50 ml of acetic acid is added
5. 5
   TemperaturThe mixture is heated
6. 6
   Temperaturunder reflux for 30 minutes
7. 7
   workup.DISTILLATIONAcetic acid is distilled off under reduced pressure, and water
8. 8
   workup.ADDITIONis added to the residue
9. 9
   SonstigeThe resultant crystals are collected
10. 10
    Sonstigerecrystallized from chloroform - ethanol

Vorschrift

A mixture of 20 g of 6-methoxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-acetic acid, 10.9 g of 2-hydrazinopyridine and 150 ml of ethanol is heated under reflux for 2 hours. The resulting crystals are collected, whereto 50 ml of acetic acid is added. The mixture is heated under reflux for 30 minutes. Acetic acid is distilled off under reduced pressure, and water is added to the residue. The resultant crystals are collected and recrystallized from chloroform - ethanol to give 21.5 g of 8-methoxy-2-(2-pyridyl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one as white crystals, m.p. 194°-196° C.

Quelle