2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 9842206, compound

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Reaction Steps

To 11.1 g. (0.03 mole) of the product from Example 4 dissolved in benzene were added 9.0 g. of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The mixture was refluxed for two hours and then was filtered while hot through silica, and the silica was washed three times with ethyl acetate. The ethyl acetate washings were combined with the benzene reaction mixture, and the total was concentrated to dryness. The residue was dissolved in hot methanol, and the solution was allowed to cool to obtain 4.5 g. of product. The product was recrystallized again from methanol to obtain the title compound, m.p. 122°-124° C.

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