Abstract
In continuation of our work on the synthesis of new condensed systems based on 3,4difunctlonally substituted eoumarins and thiocoumarlns (e,g., [1,2] and references therein) we have treated 3,4-dlamlnocoumarin (I) and 3,4-dlamlnothiocoumarin (II) with hydroselenlc acid. Treatment of dioxane solutions of I and llwith aqueous N2SeO3 readily gives IH-[I]benzopyrano[3,4-c][2,1,3]selenadiazol-4-one (III, 90%, mp 236-2380C, from 1:3 benzene: isopropanol) and iH[l]-benzothiopyrano[3,4-c][2,1,3]-selenadiazol-4-one (IV, 85%, mp 223225~ from 1:3 benzene:alcohol) -the first representatives of selenadiazoles in the coumarin and thiocoumarin series.
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