ChemInform Abstract: Novel One‐Pot Multicomponent Synthesis of Substituted 2,3‐Dihydro‐2‐(6‐(4‐hydroxy‐6‐methyl‐2‐oxo‐2H‐pyran‐3‐yl)‐7H‐ [1,2,4]triazolo[3,4‐b][1,3,4]thiadiazin‐3‐yl)phthalazine‐1,4‐diones and Substituted 3‐[3‐(N′‐Benzylidene‐hydrazino)‐7H‐[1,2,4]triazolo[3,4‐b] [1,3,4]thiadiazin‐6‐yl]‐4‐hydroxy‐6‐methyl‐pyran‐2‐ones.

Abstract

Abstract A one-pot procedure has been developed for the synthesis of substituted 2,3-dihydro-2-(6-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-7H-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazin-3-yl)phthalazine-1,4-diones by reaction of 3-(2-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one, 4-amino-5-hydrazino-4H-[1,2,4]triazole-3-thiol, and phthalic anhydrides in acetic acid medium. Similarly, a one-pot, three-component synthetic procedure has been developed for substituted 3-[3-(N1-benzylidene-hydrazino)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl]-4-hydroxy-6-methyl-pyran-2-ones from 3-(2-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one, 4-amino-5-hydrazino-4H-[1,2,4]triazole-3-thiol, and various aromatic aldehydes in absolute ethanol and a few drops of glacial acetic acid. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]