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Catalytic reduction of chloronitrobenzene to chloroanilines

Communication 1. Reduction in the presence of nickel catalysts

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The industrial catalyst Ni/kieselguhr with 50% Ni catalyzes the reduction of p-chloronitrobenzene to p-chloroaniline in an autoclave under a pressure of 50–100 atm with a yield of up to 99% under optimum conditions. The catalyst is deactivated during operation as a result of of the influence of the HCl partially formed upon it.

  2. 2.

    When this catalyst is used in a flow-type apparatus under atmospheric pressure, it is found that under optimum conditions the reaction proceeds to an extent of 64% with 0.8% splitting out of HCl.

  3. 3.

    An investigation of powdered nickel as a catalyst for the reduction of p-chloronitrobenzene indicated that when experiments are conducted in an autoclave it is inactive, while in a flow-type apparatus at atmospheric pressure, up to 88% p-chloroaniline can be obtained with 0.4–0.9% splitting out of HCl.

  4. 4.

    An alloy of Ni — Cu (1 ∶ 1) proved inactive for the investigated reaction when the experiments were conducted in an autoclave; in a flow-type catalytic apparatus at atmospheric pressure, the yield of pchloroaniline did not exceed 25%.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 1885–1891, November, 1966.

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Sokolova, N.P., Balandin, A.A., Maksimova, N.P. et al. Catalytic reduction of chloronitrobenzene to chloroanilines. Russ Chem Bull 15, 1824–1829 (1966). https://doi.org/10.1007/BF01179687

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  • DOI: https://doi.org/10.1007/BF01179687

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