2,2',2'',2'''-[(2,3-Dihydroxy-1,4-phenylene)bis(methylenenitrilo)]tetraacetic acid → HCID 86654530, compound

Participants

Reaction Conditions

Reaction Steps

2,2′,2″,2′″-(2,3-dihydroxy-1,4-phenylene)bis(methylene)bis(azanetriyl)tetraacetic acid (5 g, 12.5 mmol) was added to acetyl anhydride (10 ml) followed by pyridine (3 ml). The reaction was heated at 70° C. for 5 h. The excess anhydride and pyridine were removed under reduced pressure and the residue was recrystallized in acetyl anhydride. 2.8 g of 3,6-bis((2,6-dioxomorpholino)methyl)-1,2-phenylene diacetate was obtained as white solid (yield: 51%). 3,6-bis((2,6-dioxomorpholino)methyl)-1,2-phenylene diacetate (2.24 g, 10 mmol) was added to the solution of ammonia in methanol (7N, 20 ml). The reaction was stirred at room temperature for 1 hour. After removing methanol, the residue was recrystallized in methanol and acetone. 3.5 g of product was obtained as white solid (yield: 88%).

Provenance & Evidence