Abstract
2,5-Bis[2-(4,5-dimethoxycarbonyl)1,2,3-triazol-1-yl)acetylaminophenyl]-1,3,4-oxadiazole (4) and dimethyl 1-(2-{[(3-methyl-4-oxo-3,4-dihydro-2-quinazolinyl) methyl]anilino}-2-oxoethyl)1H-1,2,3-triazole-4,5-dicarboxylate (6) are prepared by cycloaddition of dimethyl acetylenedicarboxylate to the oxadiazolyl azide 3 and the quinazolinone azide 5, respectively.
Highlights
Many 2-heteryl/heteroalkyl-4(3H)-quinazolinones exhibit a wide range of pharmacological activity such as antihistaminic, anticonvulsant, hypnotic, anti-inflammatory, CCK antagonists, antiulcer and muscle relaxant.1 several 1,2,3-triazole derivatives have received much attention because of their wide range of applications as light stabilizers, fluorescent whiteners, optical brightening agents, corrosion retardants, dyestuffs, asymmetric dihydroxylation catalysts, photosensitizers,2-7 fungicidal, herbicidal, cytostatic, virostatic, antiinflammatory,3 anti-HIV,8 antimicrobial9 and β-adrenergic receptor agonists.10 The most popular method for the construction of 1,2,3-triazole framework is the 1,3-dipolar cycloaddition reactions of azides with alkynes11
The product tested negative for chlorine (Lassaigne’s and flame tests)
The presence of azide groups is evident in the IR spectrum
Summary
Bisheterocycles: Synthesis of some novel 1,2,3-triazolyl oxadiazole and 4(3H)-quinazolinones via azide cycloaddition reaction.
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