5-Nitronaphthalene-1,4-dione → HCID 22164858, compound

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A mixture of 5-nitro-1,4-naphthoquinone (4.7 g) and N-formyl-4-methyl-3-tetrahydroisoquinolinecarboxylic acid (2.4 g) suspended in acetic anhydride (15 ml) was stirred and heated at 70°-75° for 21/2 hours. The mixture was cooled and the solid formed was collected by filtration, washed with acetic anhydride, then with ether and finally dried to give the title compound (5.4 g) as a yellow crystalline solid. N.m.r. in DMSOd6 (ppm) δ 1.49(14-CH3);4.88(14-H); 5.37, 5.47(5-CH2); 8.39(10-H). U.v. λmax 246 nm, E11 481; 376 nm, E11 83.

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