Abstract
Treatment of 2-nitronaphthalene with malononitrile and potassium hydroxide gave the potassium salt (II) of 1, 1-dicyano-2-hydroxy-2-(1-cyano-2-naphthylamino) ethylene (II') in 78% yield. II was hydrolyzed to 2-aminonaphthalene via 3-dicyanomethylene-3, 4-dihydro-1H-naphth [2, 1-d] [1, 3] oxazin-1-one (III) when heated with 20% hydrochloric acid. III reacted with amines to form benzo [f] quinazolines (IVa-d). II was treated with hydrochloric acid in pyridine to yield the pyridinium salt (IIa) of II', and IIa was converted to II by treatment with potassium acetate. II was also synthesized from ethyl N-(1-cyano-2-naphthyl) carbamate, malononitrile and potassium amide.