Abstract
The reaction of 2-amino-5-aryl-1,3,4-oxadiazoles with unsaturated acids and their chlorides was studied. It was shown by IR spectroscopy and mass spectrometry that acylation with acrylic, methacrylic, and cinnamic acid chlorides takes place at the nitrogen atom of the exocyclic amino group. Depending on the solvent, two reaction pathways are realized with unsaturated acids: acylation of the starting 2-amino-5-aryl-1,3,4-oxadiazole occurs in bromobenzene, while nucleophilic addition to the unsaturated acid molecule is realized in DMF in the presence of potassium hydroxide.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 825–829, June, 1990.
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Alekseeva, V.Y., Viktorovskii, I.V., Yakovlev, S.I. et al. Reaction of 2-amino-5-aryl-1,3,4-oxadiazoles with compounds with activated double bonds. Chem Heterocycl Compd 26, 689–693 (1990). https://doi.org/10.1007/BF00756427
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DOI: https://doi.org/10.1007/BF00756427