Abstract
The Mannich reaction of lawsone with various aldehydes and 4H-1,2,4-triazol-4-amine gave unexpected 3,3′-(arylmethylene)bis(2-hydroxynaphthalene-1,4-dione) derivatives. With 2,4-dihydroxybenzaldehyde under the same conditions, it led to the formation of 3-hydroxy-12-(3-hydroxy-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-6H-benzo[b]xanthene-6,11(12H)-dione instead of various triazolylaminonaphthoquinones.
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