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Synthesis of 6-alkyl-4-[5-dialkylaminomethyl-4-(4-methyl-1,3-thiazol-2-yl)-1H-pyrazol-3-yl]-1,3-benzenediols

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Chemistry of Heterocyclic Compounds Aims and scope

6-Alkyl-2-dialkylaminomethyl-7-hydroxy-3-(4-methyl-1,3-thiazol-2-yl)-4H-chromen-4-ones recyclized into 6-alkyl-4-[5-dialkylaminomethyl-4-(4-methyl-1,3-thiazol-2-yl)-1H-pyrazol-3-yl]-1,3-benzenediols under the influence of hydrazine hydrate.

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References

  1. T. V. Shokol, V. A. Turov, V. V. Semenyuchenko, N. V. Krivokhizha, and V. P. Khilya, Khim. Geterotsikl. Soedin., 571 (2006). [Chem. Heterocycl. Compd., 42, 500 (2006).]

    Google Scholar 

  2. S. L. Bogza, V. I. Dulenko, S. Yu. Zinchenko, K. I. Kobrakov, and I. V. Pavlov, Khim. Geterotsikl. Soedin., 1737 (2004). [Chem. Heterocycl. Compd., 40, 1506 (2004).]

    Google Scholar 

  3. Yu. M. Volovenko, T. A. Volovnenko, and A. V. Stel’makh, in: Abstr. XXI Ukrain. Konf. Org.. Khim., [in Ukrainian], Chernigiv (2007), p. 144.

  4. N. V. Gorbulenko, T. V. Shokol, V. P. Khilya, and V. M. Kovalyov, in: Abstr. III Mizhnar. Nauk. prakt. Conf. "Current Problems of Biology, Ecology, and Chemistry" [in Ukrainian], Zaporizhzhya (2012), p. 308.

  5. T. I. El-Emary and E. A. Banhite, Pharmazie, 54, 106 (1999); Chem. Abstr., 130, 232289 (1999).

    CAS  Google Scholar 

  6. T.-L. Liu, S.-L. Yu, and A.-M. Yu, Gaodeng Xuexiao Huaxue Xuebao, 19, 232 (1998); Chem. Abstr., 128, 192588 (1998).

    CAS  Google Scholar 

  7. Z.-N. Huang and Z.-M. Li, Gaodeng Xuexiao Huaxue Xuebao, 16, 1888 (1995); Chem. Abstr., 124, 317062 (1996).

    CAS  Google Scholar 

  8. H. Obara, T. Igarashi, K. Sakurai, and T. Oshii, JP Pat. Appl. 10306077

  9. O. Bruno, A. Ranise, F. Bondavalli, P. Schenone, M. D’Amico, A. Filippelli, W. Filippelli, and F. Rossi, Farmaco, 48, 949 (1993).

    CAS  Google Scholar 

  10. K.-M. J. Cheung, T. P. Matthews, K. James, M. G. Rowlands, K. J. Boxall, S. Y. Sharp, A. Maloney, S. M. Roe, C. Prodromou, L. H. Pearl, G. W. Aherne, E. McDonald, and P. Workman, Bioorg. Med. Chem. Lett., 15, 3338 (2005).

    Article  CAS  Google Scholar 

  11. A. Kreusch, S. Han, A. Brinker, V. Zhou, H.-S. Choi, Y. He, S. A. Lesley, J. Caldwell, and H.-J. Gu, Bioorg. Med. Chem. Lett., 15, 1475 (2005).

    Article  CAS  Google Scholar 

  12. V. P. Khilya, I. P. Kupchevskaya, and L. G. Grishko, in: Chemistry and Biological Activity of Synthetic and Natural Compounds. Nitrogen Heterocycles and Alkaloids [In Russian], Vol. 1, Iridium Press, Moscow (2001), p. 147.

  13. B. W. Dymock, X. Barril, P. A. Brough, J. E. Cansfield, A. Massey, E. McDonald, R. E. Hubbard, A. 4212 (2005).

  14. M.-C. Sacquet, M-.C. Fargeau-Bellassoued, and B. Graffe, J. Heterocycl. Chem., 28, 667 (1991).

    Google Scholar 

  15. T. V. Shokol, N. V. Gorbulenko, A. V. Turov, and V. P. Khilya, Khim. Geterotsikl. Soedin., 1266 (2012). [Chem. Heterocycl. Compd., 48, 1181 (2012).]

    Google Scholar 

  16. T. V. Shokol, N. V. Gorbulenko, and V. P. Khilya, Khim. Geterotsikl. Soedin., 1568 (2011). [Chem. Heterocycl. Compd., 47, 1298 (2011).]

    Google Scholar 

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Correspondence to T. V. Shokol.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, 351-356, February 2013.

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Shokol, T.V., Gorbulenko, N.V., Turov, A.V. et al. Synthesis of 6-alkyl-4-[5-dialkylaminomethyl-4-(4-methyl-1,3-thiazol-2-yl)-1H-pyrazol-3-yl]-1,3-benzenediols. Chem Heterocycl Comp 49, 325–330 (2013). https://doi.org/10.1007/s10593-013-1250-0

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  • DOI: https://doi.org/10.1007/s10593-013-1250-0

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