Abstract
By the condensation of an aromatic aldehyde, the anilide of acetoacetic acid, cyanothioacetamide, and Nmethylmorpholine, substituted N-methylmorpholinium 1,4-dihydropyridine-2-thiolates have been synthesized and subsequently used in the synthesis of the corresponding thiones, 2-alkylthiopyridines, thieno[2, 3b]pyridines, and disulfides. X-ray diffraction has been used to establish the structure of 2-allylthio-6-methyl-5phenylcarbamoyl-4-(2-chlorophenyl)-3-cyano-1, 4-dihydropyridine.
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References
A. A. Krauze, A. G. Odynets, A. A. Verreva, S. K. Germane, A. N. Kozhukhov, and G. Ya. Dubur, Khim.-farm. Zh.,25, 40 (1991).
A. H. Hamdy, M. EI-Reedy Ahmed, and M. H. Sohair, J. Heterocycl. Chem.,23, 1203 (1986).
E. C. Taylor and A. McKillop, The Chemistry of Cyclic Enaminonitriles and o-Aminonitriles, Interscience, New York (1970).
Yu. A. Sharanin, S. G. Krivokolysko, and V. D. Dyachenko, Zh. Obshch. Khim.,30, 581 (1994).
V. N. Nesterov, V. E. Shklover, Yu. T. Struchkov, Yu. A. Sharanin, A. M. Shestopalov, and L. A. Rodinovskaya, Acta Crystallogr. C,41, 1191 (1985).
A. Bondi, J. Phys. Chem.,70, 3006 (1966).
F H. Allen, O. Kennard, D. C. Watson, L. Brammer, A. G. Orpen, and R. Taylor, J. Chem. Soc., Perlon Trans. 2,12, S1 (1987).
L. Berkovitch-Yellin and L. Leiserowitz, Acta Crystallogr.,40, 159 (1984).
W. Robinson and G. M. Sheldrick, Crystallographic Computing: Techniques and New Technologies, Oxford University Press, Oxford (1988).
Additional information
T. G. Shevchenko Lugansk State Pedagogical Institute, Lugansk 348011. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Russian Academy of Sciences, Moscow 117813. N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 117913. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1243–1251, September, 1996. Original article submitted May 13, 1996.
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Dyachenko, V.D., Krivokolysko, S.G., Nesterov, V.N. et al. Synthesis and properties of N-methylmorpholinium 4aryl-6-methyl-5-phenylcarbamoyl-3cyano-1,4dihydropyridine-2-thiolates. Molecular and crystalline structure of 2allylthio-6-methyl-5-phenylcarbamoyl-4-(2chlorophenyl)-3-cyano-1,4-dihydropyridine. Chem Heterocycl Compd 32, 1066–1074 (1996). https://doi.org/10.1007/BF01164714
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DOI: https://doi.org/10.1007/BF01164714