Advertisement

Russian Journal of General Chemistry

, Volume 87, Issue 4, pp 837–841 | Cite as

An efficient reduction of nitro and bromine naphthalene derivatives

  • J. Dong
  • Q. Zhang
  • G. Huang
  • Q. MengEmail author
  • S. Li
Article

Abstract

Reduction of 1,5-dimethoxy-4-nitronaphthalene by hydrazine hydrate was optimized in the course of current study. Influence of metals, temperature and solvents upon the process was tested. Yield of the reaction was the highest in the presence of Zn powder in DMF. Moderate heating made the process slightly more efficient than that at room temperature, whereas high temperature led to a decreased yield. The current approach made it possible to exclude high pressure and diminish experimental costs.

Keywords

nitro naphthalenes reduction naphthylamines hydrazine hydrate zinc powder 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Crucitti, G.C., Pescatori, L., Messore, A., Madia, V.N., Pupo, G., Saccoliti, F., Scipione, L., Tortorella, S., Di Leva, F.S., Cosconati, S., Novellino, E., Debyser, Z., Christ, F., Costi, R., and Santo, R.D., Eur. J. Med. Chem., 2015, vol. 101, p. 288. doi 10.1016/j.ejmech.2015.06.036CrossRefGoogle Scholar
  2. 2.
    Di Santo, R., Costi, R., Cuzzucoli Crucitti, G., Pescatori, L., Rosi, F., Scipione, L., Celona, D., Vertechy, M., Ghirardi, O., Piovesan, P., Marzi, M., Caccia, S., Guiso, G., Giorgi, F., and Minetti, P., J. Med. Chem., 2012, vol. 55, no. 19, p. 8538. doi 10.1021/jm301105mCrossRefGoogle Scholar
  3. 3.
    Sun, S., Qiao, B., Jiang, N., Wang, J., Zhang, S., and Peng, X., Org. Lett., 2014, vol. 16, no. 4, p. 1132. doi:10.1021/ol500284pCrossRefGoogle Scholar
  4. 4.
    Brito, R.M. and Vaz, W.L., Anal. Biochem., 1986, vol. 152, no. 2, p. 250. doi 10.1016/0003-2697(86)90406-9CrossRefGoogle Scholar
  5. 5.
    Orlov, V.Y., Begunov, R., Demidova, N.Y., and Rusakov, A., Russ. J. Gen. Chem., 2006, vol. 76, no. 1, p. 76. doi 10.1134/S1070363206010154.CrossRefGoogle Scholar
  6. 6.
    Li, Z., Li, J., Liu, J., Zhao, Z., Xia, C., and and Li, F., ChemCatChem, 2014, vol. 6, no. 5, p. 1333. doi 10.1002/cctc.201301037Google Scholar
  7. 7.
    Du, W., Chen, G., Nie, R., Li, Y., and Hou, Z., Catal. Commun., 2013, vol. 41, p. 56. doi 10.1016/j.catcom.2013.06.038CrossRefGoogle Scholar
  8. 8.
    Cai, S., Duan, H., Rong, H., Wang, D., Li, L., He, W., and Li, Y., ACS Catal., 2013, vol. 3, no. 4, p. 608. doi 10.1021/cs300689wCrossRefGoogle Scholar
  9. 9.
    Islam, S., Tuhina, K., Mubarak, M., and Mondal, P., J. Mol. Catal. A: Chem., 2009, vol. 297, no. 1, p. 18. doi 10.1016/j.molcata.2008.09.010CrossRefGoogle Scholar
  10. 10.
    Serin, S., Transit. Metal. Chem., 2001, vol. 26, no. 3, p. 300. doi 10.1023/A:1007163418687CrossRefGoogle Scholar
  11. 11.
    King, L. C., Kohan, M. J., Brooks, L., Nelson, G. B., Ross, J. A., Allison, J., Adams, L., Desai, D., Amin, S., and Padgett, W., Chem. Res. Toxicol., 2001, vol. 14, no. 6, p. 661. doi 10.1021/tx0001373CrossRefGoogle Scholar
  12. 12.
    Thomson, R., Race, E., and Rowe, F., J. Chem. Soc. (Resumed), 1947, p. 350.Google Scholar
  13. 13.
    Wang, R., Zheng, X., Zhou, W., Peng, Y., Zhu, M., and Li, S., J. Chem. Res. 2010, vol. 34, no. 9, p. 520. doi 10.3184/030823410X12843836823191Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2017

Authors and Affiliations

  1. 1.School of PharmacyShanghai Jiaotong UniversityShanghaiChina

Personalised recommendations