Abstract
Isomeric conversion of 3,5-dichloro-3-cyano-4-methylpyridine-2,6(1H)-dione to 5,5-dichloro-3-cyano-4-methylpyridine-2,6(1H)-dione in polar solvents was shown. A new method for the synthesis of 5-chloro-3-cyano-6-hydroxy-4-methylpyridin-2-one was proposed.
Similar content being viewed by others
References
Present Trends in the Investigation and Application of Chemical Plant Protection Agents. The Chemistry of Azines. Results of Science and Technology. Ser. Organic Chemistry [in Russian], Vol. 17, Moscow (1989), p. 72.
M. I. A. Hey-El and B. W. Domily, US Pat. 3917624,R. Zh. Kh., 18O462P (1976).
G. N. Shibanov, T. M. Zhigaleva, and L. V. Dyadyuchenko, USSR Inventor's Certificate 651002,Byull. Izobret., No. 9, (1979).
Th. Kappe, G. Baxevanidis, and E. Ziegler,Monatsh. Chem.,100, 1715 (1969).
F. W. Wehrli and T. Wirthlin,Interpretation of Carbon-13 Nuclear Magnetic Resonance Spectra, Heyden, London (1976), p. 47.
L. V. Dyadyuchenko, T. M. Zhigaleva, V. K. Promonekov, A. A. Klimov, V. N. Volkova, A. P. Zubova, N. D. Malichenko, V. D. Danilov, L. V. Kaplina, and V. V. Vyalykh, USSR Inventor's Certificate 1657495,Byull. Izobret., No. 23,65 (1991).
Additional information
All-Russian Scientific Research Institute of Biological Plant Protection, Krasnodar 350039, Russia. Kuban' State Agrarian University, Krasnodar 350044, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1641–1644, December, 1999.
Rights and permissions
About this article
Cite this article
Dyadyuchenko, L.V., Strelkov, V.D. & Zaplishnyi, V.N. Chlorotropic rearrangement of 3,5-dichloro-3-cyano-4-methylpyridine-2,6-(1H)-dione in the medium of polar solvents. Synthesis of 5-chloro-3-cyano-6-hydroxy-4-methylpyridin-2-one. Chem Heterocycl Compd 35, 1437–1440 (1999). https://doi.org/10.1007/BF02251818
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02251818