反应详情

A suspension of 1,3-di-n-propylxanthine (250.1 g., 1.06 mole) in water (300 ml.) was treated with sodium hydroxide solution (50%, 85 ml.). The mixture was filtered, and evaporated to dryness. The residue obtained was treated with a solution of 1-chloro-2,3-dihydroxypropane (170 g., 1.59 mole) in isopropanol (700 ml.). The mixture was stirred at reflux overnight, filtered, and evaporated to dryness to obtain a brown gummy residue. This residue was dissolved in isopropyl alcohol, and stirred overnight with charcoal (20 gm.). The mixture was filtered, concentrated and allowed to crystallize over night at 0° to -5° C. The crystals were filtered, suspended in ether, refiltered and air dried to yield white crystals (224 g., 72.17%), melting point 88° - 91°. Tlc (5μl of a 5% solution) on a silica plate developed in chloroform:methanol (9.5:0.5) showed one spot. IR and NMR spectra were consistent with the proposed structure.

1. filtrationThe mixture was filtered
2. customevaporated to dryness
3. customThe residue obtained
4. temperatureat reflux overnight
5. filtrationfiltered
6. customevaporated to dryness
7. customto obtain a brown gummy residue
8. filtrationThe mixture was filtered
9. concentrationconcentrated
10. customto crystallize over night at 0° to -5° C
11. filtrationThe crystals were filtered
12. customair dried
13. customto yield white crystals (224 g., 72.17%), melting point 88° - 91°