Abstract
The reaction of amidoximes with cyanoguanidine in the presence of Lewis acids affords 3-substituted 5-guanidino-1,2,4-oxadiazoles. A study of the reaction of15N-labeled chloroacetamidoxime with cyanoguanidine showed that the formation of the oxadiazole ring occursvia the elimination of the amino group from the amidoxime fragment. 1,2,4-Oxadiazoles bearing the imidazole or pyrimidine moiety were synthesized.
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 118–121, January, 1994.
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Yarovenko, V.N., Shirinyan, V.Z., Zavarzin, I.V. et al. A convenient synthesis of 3-substituted 5-guanidino-1,2,4-oxadiazoles. Russ Chem Bull 43, 114–117 (1994). https://doi.org/10.1007/BF00699147
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DOI: https://doi.org/10.1007/BF00699147