4-(4-Acetamidophenyl)-2-amino-3-cyanofurane → 4-(4-Acetamidophenyl)-3-cyano-2-[(ethoxymethylidene)amino]furane

Participants

Reaction Conditions

Reaction Steps

To a suspension of 4-(4-acetamidophenyl)-2-amino-3-cyanofurane 5 (7.64 g, 39 mmol) in triethyl orthoformate (306 mL), acetic anhydride (15 mL) was added at room temperature. The mixture was heated (inner temp: 100° C.) in an oil bath for 1 h. The black material was precipitated in the mixture and then filtrated. The filtrated material was purified on a silica gel column (eluted by n-hexane-EtOAc 1:3) to afford 473 mg of 6 as a yellow solid. The filtered solution was concentrated in vacuo to afford 6 (7.44 g) as a dark orange solid.

Provenance & Evidence