THE SYNTHESIS OF 3-(ALDITOL-1-YL)-1,2,4-TRIAZOLOPHTHALAZINES

Article abstract of DOI:10.1016/S0008-6215(00)85294-5

Condensation of 1-hydrazinophthalazine (hydralazine) with D-lyxose, D-ribose, D-xylose, D-mannose, and L-rhamnose gave the corresponding aldehydo-sugar phthalazin-1-ylhydrazones.D-arabinose and d-galactose, on the other hand, gave the corresponding 3-(alditol-1-yl)-1,2,4-triazolo<3,4-a>phthalazines through the autodehydrogenative cyclization of the hydrazones.A rationale for this difference is discussed.Acetylation of the latter gave the poly-O-acetyl derivatives.Catalytic, dehydrogenative cyclization with palladium-on-charcoal, or acetylation, transforms the hydrazones into the triazolophthalazines, or their acetates.The mass spectra of the synthesized compounds were discussed.