Methyl anthranilate (I) was condensed with chloral hydrate and hydroxylamine to produce the hydroxymino acetamide (II), which was cyclized to the required isatin-7-carboxylic acid (III) in hot concentrated sulfuric acid. The Pfitzinger condensation of isatin (III) with 7-methyl-1-indanone (IV) gave rise to indenoquinoline (V). Ketone (VI) was then obtained by oxidation of (V) with potassium permanganate in the presence of sodium carbonate. Subsequent thermal decarboxylation of diacid (VI) afforded monocarboxylic acid (VII) (1). After activation of acid (VII) as the corresponding imidazolide (VIII) upon treatment with N,N'-carbonyl diimidazole, coupling with tetraamine (IX) furnished the title bisamide.

Methyl anthranilate (I) was condensed with chloral hydrate and hydroxylamine to produce the hydroxymino acetamide (II), which was cyclized to the required isatin-7-carboxylic acid (III) in hot concentrated sulfuric acid. The Pfitzinger condensation of isatin (III) with 7-methyl-1-indanone (IV) gave rise to indenoquinoline (V). Ketone (VI) was then obtained by oxidation of (V) with potassium permanganate in the presence of sodium carbonate. Subsequent thermal decarboxylation of diacid (VI) afforded monocarboxylic acid (VII) (1). After activation of acid (VII) as the corresponding imidazolide (VIII) upon treatment with N,N'-carbonyl diimidazole, coupling with tetraamine (IX) furnished the title bisamide.