3-Amino-1,2,4-oxadiazole (3a) has been prepared from t-butoxycarbonylamino-1,2,4-oxadiazole (3h), and also from hydroxyguanidine and formyl fluoride. The amine is unexpectedly stable; on acid hydrolysis it gives hydroxyguanidine. 3-Cyano-1,2,4-oxadiazole (3m), prepared by dehydration of 1,2,4-oxadiazole-3-carboxamide (3l), is highly reactive but thermally stable. Some reactions of the amine (3a) and the nitrile (3m) are described.
G. I. Gregory, P. W. Seale, W. K. Warburton and M. J. Wilson, J. Chem. Soc., Perkin Trans. 1, 1973, 47 DOI: 10.1039/P19730000047
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