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Amination of 3,5-dibromo-4-nitrosoanilines and 3-halo-4-nitrosophenols

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Abstract

Reactions of 3,5-dibromo-4-nitrosoanilines with arylamines and 3-halo-4-nitroso-phenols with alkyland arylamines result in the nucleophilic substitution of the halogen atoms.

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References

  1. Gornostaev, L.M., Bocharova, E.A., and Geets, N.V., Zh. Org. Khim., 2006, vol. 42, p. 1310.

    Google Scholar 

  2. Belyaev, E.Yu. and Gidaspov, B.V., Aromaticheskie nitrozosoedineniya, Leningrad: Khimiya, 1988.

    Google Scholar 

  3. Hodgson, H.H., J. Chem. Soc., 1939, p. 1807.

  4. Fischer, O. and Hepp, E., Ber., 1888, vol. 21, p. 674.

    Google Scholar 

  5. Belyaev, E.Yu., Gornostaev, L.M., Tovbis, M.S., and Borina, L.E., Zh. Obshch. Khim., 1974, vol. 44, p. 633.

    CAS  Google Scholar 

  6. Bamberger, E. and Ham, W., Lieb. Ann., 1911, vol. 82, p. 382.

    Google Scholar 

  7. Becke, A.D., J. Chem. Phys., 1993, vol. 98, p. 5648; Lee, C., Yang, W., and Parr, R.G., Phys. Rev. B, 1988, vol. 37, p. 785.

    Article  CAS  Google Scholar 

  8. Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Montgomery, J.A., Vreven, T., Kudin, K.N., Burant, J.C., Millam, J.M., Iyengar, S.S., Tomasi, J., Barone, V., Mennucci, B., Cossi, M., Scalmani, G., Rega, N., Petersson, G.A., Nakatsuji, H., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Klene, M., Li, X., Knox, J.E., Hratchian, H.P., Cross, J.B., Bakken, V., Adamo, C., Jaramillo, J., Gomperts, R., Strat-mann, R.E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Ayala, P.Y., Morokuma, K., Voth, G.A., Salvador, P., Dannenberg, J.J., Zakrzewski, V.G., Dapprich, S., Daniels, A.D., Strain, M.C., Farkas, O., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Ortiz, J.V., Cui, Q., Baboul, A.G., Clifford, S., Cioslowski, J., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nanayakkara, A., Challacombe, M., Gill, P.M.W., Johnson, B., Chen, W., Wong, M.W., Gonzalez, C., and Pople, J.A., Gaussian 03, revision C.02, Wallingford CT: Gaussian Inc, 2004.

    Google Scholar 

  9. Tomasi, J., Mennucci, B., and Cammi, R., Chem. Rev., 2005, vol. 105, p. 2999.

    Article  CAS  Google Scholar 

  10. Norris, R.K. and Sternhell, S., Aust. J. Chem., 1972, vol. 25, p. 2621.

    Article  CAS  Google Scholar 

  11. Chemical Reactivity and Reaction Paths, Klopman, G., Ed., New York: Wiley, 1974.

    Google Scholar 

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Authors and Affiliations

  1. Astaf’ev Krasnoyarsk State Pedagogical University, Krasnoyarsk, 660049, Russia

    E. A. Bocharova, L. M. Gornostaev & T. N. Gurova

  2. Institute of Chemical Kinetics and Burning, Siberian Division, Russian Academy of Sciences, Novosibirsk, Russia

    N. P. Gritsan

Authors
  1. E. A. Bocharova
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  2. L. M. Gornostaev
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  3. N. P. Gritsan
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  4. T. N. Gurova
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Corresponding author

Correspondence to L. M. Gornostaev.

Additional information

Original Russian Text © E.A. Bocharova, L.M. Gornostaev, N.P. Gritsan, T.N. Gurova, 2010, published in Zhurnal Organicheskoi Khimii, 2010, Vol. 46, No. 11, pp. 1634–1638.

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Bocharova, E.A., Gornostaev, L.M., Gritsan, N.P. et al. Amination of 3,5-dibromo-4-nitrosoanilines and 3-halo-4-nitrosophenols. Russ J Org Chem 46, 1639–1644 (2010). https://doi.org/10.1134/S1070428010110047

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  • DOI: https://doi.org/10.1134/S1070428010110047

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