Regioselective synthesis of 3-sulfanyl-5H-naphtho[2,3-e][1,3,4] triazino[3,4-b][1,3,4]thiadiazole-6,11-dione and its derivatives

Abstract

Regioselective synthesis of novel 3-sulfanyl-5H-naphtho[2,3-e][1,3,4]triazino[3,4-b][1,3,4]thiadiazole-6,11-dione (3) has been achieved by the condensation of 2-bromo-3-hydroxynaphthalene-1,4-dione (1) with 4-amino-4H-1,2,4-triazole-3,5-dithiol (2) in DMF. Condensation of (3) with various alkyl, aralkyl, and phenacyl halides gives the corresponding thioethers (4). The structures of newly prepared compounds have been confirmed by analytical and spectral (IR, 1H NMR, MS) data.