Ethanol → 2-(4-Methyl-2,5-dioxoimidazolidine-4-yl)-7-methoxybenzofuran

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Reaction Steps

2-Acetyl-7-methoxybenzofuran was reacted with ammonium carbonate and sodium cyanide in 60% ethanol to give 2-(4-methyl-2,5-dioxoimidazolidine-4-yl)-7-methoxybenzofuran (yield: 45%, MS (m/z): 260 (M+), 245, 189 and 174), which was then reacted with chlorosulfonic acid as in Example 1, yielding 2-(4-methyl-2,5-dioxoimidazolidine-2-yl)-4,6-dichlorosulfonyl-7-methoxybenzofuran (yield: 83%, MS (m/z): 456 (M+), 421, 385 and 350). The obtained product was reacted with glycine-t-butyl ester hydrochloride as in Example 19 to give a di-t-butyl ester compound (yield: 90%), which was treated with trifluoroacetic acid as in Example 19 to give 2-(4-methyl-2,5-dioxoimidazolidine-4-yl)-4,6-di(N-carboxymethylsulfamoyl)-7-methoxybenzofuran (colorless amorphous powder, yield: 97%). The physical constants are shown in Table 4.

Provenance & Evidence