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Condensation of 1‐(Dicyanomethylene)acenaphthene‐2‐one with Aromatic Diamines
Authors:Kamal M El‐Shaieb
Abstract:1‐(Dicyanomethylene)acenaphthene‐2‐one ( 1 ) reacts with 1,8‐diaminonaphthalene ( 2 ) to yield two products, identified as acenaphtho1,2‐b]naphtho1,8‐ef]1,4]diazepine ( 3 ) and (Z)‐2‐(8‐aminonaphthalen‐1‐ylamino)‐2‐(2‐oxoacenaphthylen‐1(2H)‐ylidene)acetonitrile ( 4 ). On the other hand, (2Z,2′Z)‐2,2′‐(hydrazine‐1,2‐diylidene)diacenaphthylen‐1(2H)‐one ( 6 ) was obtained during the condensation process of 1 with hydrazine hydrate ( 5 ). Reaction of 1 with 3,4‐diaminotoluene ( 8b ) produces 9‐methylacenaphtho1,2‐b]quinoxaline ( 9b ) and (Z)‐2‐(2‐amino‐5‐methylphenyl‐amino)‐2‐(2‐oxoacenaphthylen‐1(2H)‐ylidene)acetonitrile ( 10b ). However, treatment of 5,6‐diamino‐pyrimidine‐2,4‐diol hemisulphate ( 11 ) with 1 affords acenaphtho1,2‐g]pteridine‐9,11‐diol ( 12 ).
Keywords:Acenaphthenequinone  Malononitrile  Diamines  Cyclocondensation  Diazepine  Pteridine
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