Condensation of 1‐(Dicyanomethylene)acenaphthene‐2‐one with Aromatic Diamines

1‐(Dicyanomethylene)acenaphthene‐2‐one ( 1 ) reacts with 1,8‐diaminonaphthalene ( 2 ) to yield two products, identified as acenaphtho[1,2‐ b ]naphtho[1,8‐ ef ][1,4]diazepine ( 3 ) and ( Z )‐2‐(8‐aminonaphthalen‐1‐ylamino)‐2‐(2‐oxoacenaphthylen‐1(2 H )‐ylidene)acetonitrile ( 4 ). On the other hand, (2 Z ,2′ Z )‐2,2′‐(hydrazine‐1,2‐diylidene)diacenaphthylen‐1(2 H )‐one ( 6 ) was obtained during the condensation process of 1 with hydrazine hydrate ( 5 ). Reaction of 1 with 3,4‐diaminotoluene ( 8b ) produces 9‐methylacenaphtho[1,2‐ b ]quinoxaline ( 9b ) and ( Z )‐2‐(2‐amino‐5‐methylphenyl‐amino)‐2‐(2‐oxoacenaphthylen‐1(2 H )‐ylidene)acetonitrile ( 10b ). However, treatment of 5,6‐diamino‐pyrimidine‐2,4‐diol hemisulphate ( 11 ) with 1 affords acenaphtho[1,2‐ g ]pteridine‐9,11‐diol ( 12 ).