複素環化合物の研究(第21報)Thiazolo[3,2-b]pyridazinium Perchlorateとヒドラジン類との反応

Abstract

Treatment of thiazolo[3, 2-b]pyridazinium perchlorates (I) with hydrazine hydrate afforded 1, 4-bis (2-vinyl-2, 3-dihydro-3-pyridazinylidene)-2-tetrazenes (II), 1-(1, 6-dihydro-6-thioxopyridazin) ylacetaldehyde azines (III), 2-alkylpyridazine-3-thiones (IV), 3, 4-dihydro-2H-pyridazino[6, 1-c] [1, 2, 4]triazines (V), s-triazolo[4, 3-b]pyridazines (VI, VI'), pyridazino[6, 1-c] [1, 2, 4]triazinium salts (VII), imidazo[1, 2-b]pyridazines (VIII), 8-aminothiazolo[3, 2-b]pyridazinium salts (IX) and pyridazine-3-thiones (X), depending upon the substituents of the substrates, reaction time and temperature. Catalytic reduction of the tetrazenes (II) gave V and oxidation with 30% H2O2 in acetic acid yielded 3, 4-dihydro-2H-pyridazino[6, 1-c] [1, 2, 4]triazin-3-ones (XV).