Reaktion #1281877

Reaktionsgleichung

compound

8,10-Dichloro-1,2,3,4-tetrahydro-2-methylbenzo[b][1,6]naphthyridine

3-aminopropanethiol hydrochloride

potassium hydroxide

→

title compound

Ausbeute 53.0%

10-(3-Aminopropylthio)-8-chloro-1,2,3,4-tetrahydro-2-methylbenzo[b][1,6]naphthyridine

Ausbeute 53.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter evaporation of the solution
2. 2
   workup.DISSOLUTIONthe residue is dissolved in methylene chloride
3. 3
   Extraktionextracted with water
4. 4
   SonstigeEvaporation of the methylene chloride solution
5. 5
   Sonstigegives the free base
6. 6
   SonstigeRecrystallization of the product from hexane

Vorschrift

A solution of 5.0 g (0.0188 mol) of the compound of Example 6, 3.3 g (0.02244 m) of 3-aminopropanethiol hydrochloride, 15 ml of 18.5% aqueous potassium hydroxide (0.05 m) and 30 ml of absolute ethanol is refluxed for one and a half hours. After evaporation of the solution, the residue is dissolved in methylene chloride and extracted with water. Evaporation of the methylene chloride solution gives the free base. Recrystallization of the product from hexane affords the title compound as a crystaline solid (3.2 g, 53%), m.p. 87°-89° C.

Quelle