Abstract
Acetone 1,3-di(phenylhydrazone) reacts with arylidenemalononitriles in the presence of piperidine to give the coressponding 3,3′-carbonylbispyridazine derivatives. Under the same reaction conditions dioxime reacts with arylidenemalononitriles to give the corresponding 3,3′-carbonylbis-1,2-oxazines. Dioxime reacts with primary aromatic amines and formalin in a molar ratio of 1:1:2 to give 1-arylidene-3,5-dihydroxyimino-piperidine-4-ones.
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References
J. V. Greenhill, Chem. Soc. Rev., 6, 277 (1937).
M. E. Kuehne, Synthesis, 510 (1970).
J. V. Greenhill and Lue Ping, Adv. Heterocycl. Chem., 67, 209 (1997).
M. Hammouda, M. M. Mashaly, and A. A. Fadda, Arch. Pharm. Res., 18, 213 (1995).
M. Hammouda, M. M. Mashaly, and E. M. Afsah, Pharmazie, 49, 365 (1994).
E. M. Afsah, M. Hammouda, H. Zoorob, M. M. Khalifa, and M. T. Zimaity, Z. Naturforsch., 45b, 80 (1990).
W. E. Hahn and H. Zawadzka, Roczniki Chem., 38, 557 (1964). Chim. Acta, 61, 10685 (1964).
V. Boehnisch, G. Burzev, and H. Neurhoeffer, Liebigs Ann. Chem., 1713 (1977).
W. E. Hahn, R. Bartnik, and J. Epsztajn, Roczniki Chem. 36, 1645 (1962). C. A., 59, 8747 (1962).
T. Tokumitsu and T. Hayashi, J. Org. Chem., 50, 1547 (1985).
H. Geissman, W. Schlatter, and V. Webb, J. Org. Chem., 11, 737 (1964).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1223–1229, August, 2008.
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Hammouda, M., Abou Zeid, Z.M. & Metwally, M.A. Synthesis of novel functionally substituted pyridazines and oxazines. Chem Heterocycl Comp 44, 985–990 (2008). https://doi.org/10.1007/s10593-008-0141-2
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DOI: https://doi.org/10.1007/s10593-008-0141-2