Abstract
N-(5-Acenaphthenyl) anthranilic acids (III) were prepared by the Ullmann condensation of 5-aminoacenaphthene (I) and o-halobenzoic acid. Examinations were made on conditions for this condensation reaction and it was found that copper powder was found to have a great effect on the yield of (III). Dehydrative cyclization of (III) with conc. sulfuric acid was not effected due to sulfonation but the use of phosphoryl chloride gave the cyclized product, 7-chloro-4, 5-dihydroindeno[1, 7-bc]acridine derivative (VI). 7-Amino-4, 5-dihydroindeno[1, 7-bc]acridine derivatives were prepared by the reaction of (VI) and various amines. The reactivity of chlorine in 7-position of (VI) was found to be affected by the position and kind of other substituents present, a substituent in 10-position decreasing the reactivity and that at 9-position increasing it.
