Abstract
4-Methyl-1,2,5-oxadiazole-3-carbonitrile reacts with hydroxylamine to form 4-methyl-1,2,5-oxadiazole-3-carboxamidoxime, which turned out to be the useful starting compound in the synthesis of 3-(1,2,5-oxadiazol-3-yl)-1,2,4-oxadiazoles.
References
R. M. Paton, in Comprehensive Heterocyclic Chemistry II, 1996, 4, 229.
W. B. Trotter, K. K. Nanda, S. Wolkenberg, B. M. Nolt, P. Manley, N. R. Kett, M. T. Bilodeau, WO Pat. 2007050348 (2007); Chem. Abstr., 2007, 146, 481931.
A. V. Anikin, V. R. Gantla, V. E. Gregor, L. Jiang, Y. Liu, D. P. C. Mcgee, C. C. Mikel, J. C. Pickens, T. R. Webb, Y. Zheng, T. Zhu, A. Kadushkin, S. Zozulya, A. Chucholowski, D. E. Mcgrath, S. Sviridov, WO Pat. 2007056155 (2007); Chem. Abstr., 2007, 146, 521800.
O. Dirat, J. M. Elliott, A. P. Owens, D. E. Shaw, F. Sternfeld, B. J. Williams, WO Pat. 2007003965 (2007); Chem. Abstr., 2007, 146, 142372.
A. P. Combs, A. Takvorian, W. Zhu, R. B. Sparks, WO Pat. 2007075598 (2007)
A. P. Combs, E. W. Yue, WO Pat. 200612215 (2006); Chem. Abstr., 2006, 145, 489247.
T. Honma, Y. Tada, Heterocycles, 1977, 6, 1985
Y. Terui, M. Yamakawa, T. Honma, Y. Tada, K. Tori, Heterocycles, 1982, 19, 221.
A. Gasco, G. Rua, E. Menziani, V. Mortarini, A. Fundaro, Farmaco Ed. Sci., 1971, 26, 241.
A. Di Stilo, S. Visentin, C. Cena, A. M. Gasco, G. Ermondi, A. Gasco, J. Med. Chem., 1998, 41, 5393
C. Cena, S. Visentin, A. Di Stilo, D. Boschi, R. Fruttero, A. Gasco, Pharm. Res., 2001, 18, 157
C. Cena, M. L. Lolli, L. Lazzarato, E. Guaita, G. Morini, G. Coruzzi, S. P. McElroy, I. L. Megson, R. Fruttero, A. Gasco, J. Med. Chem., 2003, 46, 747.
J. C. Jochims, in Comprehensive Heterocyclic Chemistry II, 1996, 4, 179.
M. D. Coburn, J. Heterocycl. Chem., 1968, 5, 83.
R. Beaudegnies, S. Wendeborn, Heterocycles, 2003, 60, 2417.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2390–2392, November, 2008.
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Godovikova, T.I., Vorontsova, S.K., Konyushkin, L.D. et al. 4-Methyl-1,2,5-oxadiazole-3-carbonitrile in the synthesis of 1,2,5-oxadiazolyl-1,2,4-oxadiazoles. Russ Chem Bull 57, 2440–2442 (2008). https://doi.org/10.1007/s11172-008-0349-4
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DOI: https://doi.org/10.1007/s11172-008-0349-4