Methane → Eprodisate Disodium

This compound was prepared by a modification of the method described in Stone, G. C. H. (1936) J. Am. Chem. Soc., 58:488. 1,3-Dibromopropane (40.4 g, 0.20 mol) was treated with sodium sulfite (60.3 g, 0.50 mol) in water at reflux temperature for 48 h. Inorganic salts (sodium bromide and sodium sulfite) were removed by successive treatment of the resultant reaction mixture with barium hydroxide and silver(I)oxide. The solution was then neutralized with Amberlite-120 (acid form) and decolorized with Norit-A. Barium ions were removed by treatment of the aqueous solution with Amberlite-120 (sodium form) ion-exchange resin. The solvent was removed on a rotary evaporator, and the crude product was recrystallized from water-ethanol several times to give the title compound (42.5 g). The small amount of trapped ethanol was removed by dissolving the crystals in a minimum amount of water and then concentrating the solution to dryness. The pure product was further dried under high vacuum at 56° C. for 24 h: mp>300° C.; 1H NMR (D2O) δ:3.06-3.13 (m, 4H, H-1 and H-3), 2.13-2.29 (m, 2H, H-2); 13C NMR (D2O) δ:52.3 (C-1 and C-3), 23.8 (C-2).

1. customThis compound was prepared by a modification of the method
2. temperatureat reflux temperature for 48 h
3. customInorganic salts (sodium bromide and sodium sulfite) were removed by successive treatment of the resultant
4. customreaction mixture with barium hydroxide and silver(I)oxide
5. customBarium ions were removed by treatment of the aqueous solution with Amberlite-120 (sodium form) ion-exchange resin
6. customThe solvent was removed on a rotary evaporator
7. customthe crude product was recrystallized from water-ethanol several times

ORDレコード

ord-96d63af3206542689be1ad306231b196

出典データセット

uspto-grants-1999_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05972328