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Synthesis of 4-(1,4,6-oxadithiocan-5-yl)-1H-pyrazoles

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Abstract

1,3,5-Trialkyl-1H-pyrazole-4-carbaldehydes reacted with 2,2′-oxydiethanethiol in the presence of chloro(trimethyl)silane as dehydrating agent at room temperature to give 4-(1,4,6-oxadithiocan-5-yl)-1H-pyrazole hydrochlorides which were converted into the corresponding free bases by treatment with 5% aqueous ammonia.

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References

  1. Papernaya, L.K., Levanova, E.P., Sukhomazova, E.N., Albanov, A.I., and Deryagina, E.N., Russ. J. Org. Chem., 2003, vol. 39, p. 1533.

    Article  CAS  Google Scholar 

  2. Papernaya, L.K., Levanova, E.P., Sukhomazova, E.N., Albanov, A.I., and Deryagina, E.N., Russ. J. Org. Chem., 2005, vol. 41, p. 952.

    Article  CAS  Google Scholar 

  3. Papernaya, L.K., Levanova, E.P., Sukhomazova, E.N., Albanov, A.I., and Deryagina, E.N., Russ. J. Org. Chem., 2006, vol. 42, p. 256.

    Article  CAS  Google Scholar 

  4. Karimi, B. and Ma’mani, L., Synthesis, 2003, no. 16, p. 2503.

    Google Scholar 

  5. Wilson, G.E., Hvang, J., and Schloman, W.W., J. Org. Chem., 1968, vol. 33, p. 2133.

    Article  CAS  Google Scholar 

  6. Stuparu, M., Grosu, I., Muntean, L., Ple, G., Cismas, C., Terec, A., Nan, A., and Mager, S., Monatsh. Chem., 2004, vol. 135, p. 89.

    Article  CAS  Google Scholar 

  7. Papernaya, L.K., Shatrova, A.A., Albanov, A.I., Rudyakova, E.V., and Levkovskaya, G.G., Chem. Heterocycl. Compd., 2012, vol. 47, no. 11, p. 1395.

    Article  CAS  Google Scholar 

  8. Rudyakova, E.V., Savosik, V.A., Papernaya, L.K., Albanov, A.I., Evstaf’eva, I.T., and Levkovskaya, G.G., Russ. J. Org. Chem., 2009, vol. 45, p. 1040.

    Article  CAS  Google Scholar 

  9. Elguero, J., Goya, P., Jagerovic, N., and Silva, A.M.S., Targets in Heterocyclic Systems. Chemistry and Properties, Attanasi, O.A. and Spinelli, D., Roma: Italian Soc. Chem., 2002, vol. 6, p. 53.

  10. Katrizky, A.R., Wang, M., Zhang, S., Voronkov, M.V., and Steel, P.J., J. Org. Chem., 2001, vol. 66, p. 6787.

    Article  Google Scholar 

  11. Grapov, A.F., Russ. Chem. Rev., 1999, vol. 68, p. no. 8, p. 697.

    Article  CAS  Google Scholar 

  12. Sonley, M.P., Burns, C.T., and Jordan, R.F., Organometallics, 2007, vol. 26, p. 6750.

    Article  Google Scholar 

  13. Dias, H.V.R., Diyabalange, H.V.K., Rawashdeh-Omary, M.A., Frazman, M.A., and Omary, M.A., J. Am. Chem. Soc., 2003, vol. 125, p. 12 072.

    Article  CAS  Google Scholar 

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Correspondence to L. K. Papernaya.

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Original Russian Text © L.K. Papernaya, A.A. Shatrova, G.G. Levkovskaya, 2015, published in Zhurnal Organicheskoi Khimii, 2015, Vol. 51, No. 4, pp. 543–546.

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Papernaya, L.K., Shatrova, A.A. & Levkovskaya, G.G. Synthesis of 4-(1,4,6-oxadithiocan-5-yl)-1H-pyrazoles. Russ J Org Chem 51, 526–529 (2015). https://doi.org/10.1134/S1070428015040119

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  • DOI: https://doi.org/10.1134/S1070428015040119

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