合成路线1

2-Methoxynaphthalene (I) was condensed with bis(N-phenyl-chloromethylimine) (II) using AlCl3 to give 3-methoxyacenaphthene-quinone (III), which was oxidized with H2O2 to afford the naphthalic anhydride (IV). After acid hydrolysis of (IV) and methylation with dimethyl sulfate, the resulting diester (V) was reduced with LiAlH4 to yield diol (VI), which was transformed into dibromide (VII) by means of PBr3. Condensation of (VII) with diethyl malonate (VIII) provided the phenalene dicarboxylate ester (IX). Then, basic hydrolysis of (IX) followed by decarboxylation of the diacid furnished the phenalene-2-carboxylic acid (X). Amine (XIV) was obtained from acid (X) by formation of the acyl azide (XII) through the mixed anhydride (XI), followed by Curtius rearrangement to the corresponding isocyanate (XIII) and acid hydrolysis. Finally, amine (XIV) was acetylated with acetic anhydride to provide the target acetamide.