Reaktion #78369
ord-ef05ffb40df34eb2a3d154b30737afc3
Reaktionsgleichung
hydrochloric acid
2-amino-6-chloropurine
potassium carbonate
bromoacetic acid
→
2-Amino-6-chloro-9-carboxymethylpurine
Reagenzien
Keine
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Filtrationthe solution was filtered through Celite
- 2Sonstigeto give a clear yellow solution
- 3FiltrationThe precipitate was filtered
- 4Sonstigedried, in vacuo
- 5SonstigeYield (3.02 g; 44.8%)
Vorschrift
To a suspension of 2-amino-6-chloropurine (5.02 g; 29.6 mmol) and potassium carbonate (12.91 g; 93.5 mmol) in DMF (50 ml) was added bromoacetic acid (4.70 g; 22.8 mmol). The mixture was stirred vigorously for 20 h. under nitrogen. Water (150 ml) was added and the solution was filtered through Celite to give a clear yellow solution. The solution was acidified to a pH of 3 with 4 N hydrochloric acid. The precipitate was filtered and dried, in vacuo, over sicapent. Yield (3.02 g; 44.8%). 1H-NMR(DMSO-d6): d=4.88 ppm (s,2H); 6.95 (s,2H); 8.10 (s,1H).