Reaktion #54305

Reaktionsgleichung

S-methylthiouronium sulfate

propargyl amine

→

1-propargylguanidine sulfate

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONTo a vigorously stirred suspension of 50.11 g
2. 2
   Temperaturwarmed slowly
3. 3
   Temperaturto reflux
4. 4
   Temperaturrefluxed for 2 hours
5. 5
   SonstigeThe heat is removed
6. 6
   workup.STIRRINGto stir at room temperature for 2 days
7. 7
   TemperaturThe mixture is then heated
8. 8
   Temperaturto reflux
9. 9
   Filtrationfiltered
10. 10
    Sonstigeevaporated
11. 11
    SonstigeThe residual oil is triturated in isopropanol
12. 12
    Filtrationthe solid which separates is filtered
13. 13
    Sonstigedried
14. 14
    workup.ADDITIONof boiling methanol and water added dropwise until all of the solid
15. 15
    workup.DISSOLUTIONdissolves
16. 16
    TemperaturThe solution is then cooled in an ice bath
17. 17
    Filtrationthe solid which separates is filtered
18. 18
    Waschenwashed with methanol
19. 19
    Sonstigedried

Vorschrift

To a vigorously stirred suspension of 50.11 g. (0.18 moles) of S-methylthiouronium sulfate in 100 ml. of water is added 20 g. (0.36 moles) of propargyl amine under a blanket of nitrogen. The reaction mixture is stirred at room temperature for 4 hours and then warmed slowly to reflux and refluxed for 2 hours. The heat is removed and the reaction mixture allowed to stir at room temperature for 2 days. The mixture is then heated to reflux, filtered and then evaporated to near dryness. The residual oil is triturated in isopropanol and the solid which separates is filtered and dried. This material is then resuspended in 1 l. of boiling methanol and water added dropwise until all of the solid dissolves. The solution is then cooled in an ice bath and the solid which separates is filtered, washed with methanol and dried to give 1-propargylguanidine sulfate (m.p. 200°-201° C.).

Quelle