4-{2,2-Bis[4-(dimethylamino)phenyl]ethenyl}naphthalene-1,2-dione → HCID 19388532, compound

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Reaction Steps

2-(1,2-naphthoquinon-4-yl)-1,1-bis(p-dimethylaminophenyl)ethylene (1.63 g; 0.004 mol) was dissolved in absolute ethanol (100 ml) by warming. To the solution, at room temperature, was added hydroxylamine hydrochloride (3.7 g;0.053 mol) and the resulting solution was stirred for 5 hours. The mixture was then evaporated to dryness treated with water and extracted with CH2Cl2. The organic extract was dried, evaporated to dryness and then chromatographed over silica (eluent:diethyl ether) to afford 2-(1-nitroso-2-hydroxynaphthalen-4-yl)-1,1-bis(p-dimethylamin ophenyl)ethylene (0.83 g;49%) as a dark brown solid.

Provenance & Evidence