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Synthesis of 3(5)-Amino-4-acylamino-5(3)-arylsulfanylpyrazoles and Their Fused Derivatives on the Basis of N-(2,2,2-Trichloro-1-hydroxyethyl)benzamides

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Abstract

Addition products of carboxylic acid amides and trichloroacetaldehyde are readily converted into 3-arylsulfanyl-2-acylamino-3-chloroacrylonitriles which react with hydrazine hydrate to afford 3(5)-amino-5(3)-arylsulfanyl-4-acylaminopyrazoles. The presence of an amidine fragment in the latter makes them capable of undergoing cyclocondensations with β-dicarbonyl compounds and ethyl cyanoacetate.

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REFERENCES

  1. Drach, B.S., Brovarets, V.S., and Smolii, O.B., Sintezy azotsoderzhashchikh geterotsiklicheskikh soedinenii na osnove amidoalkiliruyushchikh agentov (Syntheses of Nitrogen-Containing Heterocyclic Compounds on the Basis of Amidoalkylating Agents), Kiev: Naukova Dumka, 1992.

    Google Scholar 

  2. Drach, B.S., Brovarets, V.S., and Smolii, O.B., Zh. Obshch. Khim., 2002, vol. 72, no.11, p. 1764.

    Google Scholar 

  3. Pil'o, S.G., Brovarets, V.S., Vinogradova, T.K., Golovchenko, A.V., and Drach, B.S., Zh. Obshch. Khim., 2002, vol. 72, no.11, p. 1818.

    Google Scholar 

  4. Drach, B.S., Brovarets, V.S., Smolii, O.B., and Zyabrev, V.S., Trudy II mezhdunarodnoi konferentsii “Khimiya i biologicheskaya aktivnost' kislorod-i serosoderzhashchikh geterotsiklov” (Proc. IInd Int. Conf. “Chemistry and Biological Activity of Oxygen-and Sulfur-Containing Heterocycles”), Moscow, 2003, vol. 1, p. 58.

    CAS  Google Scholar 

  5. Drach, B.S., Sviridov, E.P., and Lavrenyuk, T.Ya., Zh. Org. Khim., 1974, vol. 10, no.6, p. 1271.

    CAS  Google Scholar 

  6. Elnadgi, M.H., Elfahham, H.A., and Elgemeie, G.H., Heterocycles, 1983, vol. 20, no.3, p. 519.

    Google Scholar 

  7. Elnadgi, M.H., Abdel-Galil, F.M., and Riad, B.Y., Heterocycles, 1983, vol. 20, no.12, p. 2437.

    Google Scholar 

  8. Dorn, G., Khim. Geterotsikl. Soedin., 1981, no. 1, p. 3.

  9. Zefirov, N.S. and Palyulin, V.A., Dokl. Akad. Nauk SSSR, 1980, vol. 252, no.1, p. 111.

    CAS  Google Scholar 

  10. Watkin, D.J., Prout, C.K., Carruthers, J.R., and Betteridge, P.W., CRYSTALS. Issue 10, Oxford: Univ. of Oxford, 1996.

    Google Scholar 

  11. Carruthers, J.R. and Watkin, D.J., Acta Crystallogr., Sect. A, 1979, vol. 35, no.3, p. 698.

    Google Scholar 

  12. North, A.C.T., Phillips, D.C., and Mathews, F.S., Acta Crystallogr., Sect. A, 1968, vol. 24, no.2, p. 351.

    Google Scholar 

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Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 11, 2005, pp. 1902–1906.

Original Russian Text Copyright © 2005 by Popil'nichenko, Pil'o, Brovarets, Chernega, Drach.

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Popil'nichenko, S.V., Pil'o, S.G., Brovarets, B.S. et al. Synthesis of 3(5)-Amino-4-acylamino-5(3)-arylsulfanylpyrazoles and Their Fused Derivatives on the Basis of N-(2,2,2-Trichloro-1-hydroxyethyl)benzamides. Russ J Gen Chem 75, 1816–1820 (2005). https://doi.org/10.1007/s11176-005-0517-2

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  • DOI: https://doi.org/10.1007/s11176-005-0517-2

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