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Chlorination of N-acyl Derivatives of p-Aminophenols (Naphthols) and p-Phenylenediamines

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Abstract

The chlorination of N-acyl derivatives of p-aminophenols can provide either N-acyl-2,3,6-trichloro-4-aminophenols or N-acyl-2,3,5,6-tetrachloro-1,4-benzoquinone imines depending on solvent nature, process temperature, and molar ratio initial compound-chlorine. The chlorination of N-acyl-4-amino-1-naphthols affords only N-acyl-2,3-dichloro-1,4-naphthoquinone imines. N,N'-Diacyl-1,4-phenylenediamines give rise on chlorination to a mixture of 2,5-dichloro-, 2,6-dichloro-, and 2,3-dichloro-N,N'-diacyl-1,4-phenylenediamines.

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REFERENCES

  1. Fernando, R.C. and Calder, I.C., Austral. J. Chem., 1980, vol. 33, no. 10, pp. 2299-2305.

    Google Scholar 

  2. Lokmane, E.Ya., Sarul, E.A., Sekaume, I.P., Freimanis, Ya.F., and Liepin'sh, E.E., Zh. Org. Khim., 1980, vol. 50, no. 8, pp. 1841-1847.

    Google Scholar 

  3. Adams, R. and Acker, D.S., J. Am. Chem. Soc., 1952, vol. 74, no. 12, pp. 3029-3032.

    Google Scholar 

  4. Avdeenko, A.P., Velichko, N.V., Romanenko, E.A., Pirozhenko, V.V., and Shurpach, V.I., Zh. Org. Khim., 1991, vol. 27, no. 11, pp. 2350-2361.

    Google Scholar 

  5. Avdeenko, A.P., Velichko, N.V., Romanenko, E.A., and Pirozhenko, V.V., Zh. Org. Khim., 1991, vol. 27, no. 8, pp. 1747-1757.

    Google Scholar 

  6. Avdeenko, A.P., Velichko, N.V., Tolmachev, A.A., Pirozhenko, V.V., and Romanenko, E.A., Zh. Org. Khim., 1994, vol. 30, no. 1, pp. 136-143.

    Google Scholar 

  7. Avdeenko, A.P. and Velichko, N.V., Zh. Org. Khim., 1994, vol. 30, no. 7, pp. 1042-1045.

    Google Scholar 

  8. Burmistrov, K.C., Doctoral Sci. (Chem.) Dissertation, Kiev, 1990.

  9. Noelting, E. and Kopp, E., Ber., 1905, vol. 38, pp. 3506-3515.

    Google Scholar 

  10. Avdeenko, A.P. and Pirozhenko, V.V., Zh. Org. Khim., 1995, vol. 31, no. 11, pp. 1686-1691.

    Google Scholar 

  11. Avdeenko, A.P., Burmistrov, K.S., Dubina, V.L., and Skripets, V.I., Ukr. Khim. Zh., 1980, vol. 46, no. 10, pp. 1081-1083.

    Google Scholar 

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  1. Donbass State Macinebuilding Academy, Kramatorsk, 184313, Ukraine

    A. P. Avdeenko & I. L. Marchenko

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  1. A. P. Avdeenko
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  2. I. L. Marchenko
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Avdeenko, A.P., Marchenko, I.L. Chlorination of N-acyl Derivatives of p-Aminophenols (Naphthols) and p-Phenylenediamines. Russian Journal of Organic Chemistry 37, 822–829 (2001). https://doi.org/10.1023/A:1012409614558

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