Abstract
Dehydrogenation of piperazine on alumina-platinum catalysts at 360–400°C was investigated. It was found that the alumina-platinum catalyst has low selectivity in the formation of pyrazine (yield ≤43%), and dehydrogenation is accompanied by decomposition and coke formation and products of decomposition in the formation of alkylpyrazines. The alumina-platinum catalyst in In2O3 and Re2O7 additives permits obtaining pyrazine with a yield of up to 80%. Dehydrogenation of piperazine is accompanied by reactions of decomposition, dehydroisomerization, and alkylation to a small degree, resulting in the formation of pyrrole, methylimidazole, and alkylpyrazines.
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Literature cited
G. W. H. Cheeseman and E. S. G. Wertiuk, Advances in Heterocyclic Chemistry, Vol. 14, Academic Press, New York-London (1972), p. 104; G. B. Barlin, in: The Chemistry of Heterocyclic Compounds, A. Weissberger (ed.), Vol. 41, Interscience, New York (1982), p. 8.
USA Patent No. 3,005,820, Chem. Abstrs.,56, 7335d (1962); Japanese Patent No. 52-956 [7656.479], Chem. Abstrs.,86, 29872x (1977); USSR Inventor's Certificate No. 523,898, Byull. Izobret., No. 29, 66 (1976); M. Inoue, S. Enomoto, and J. Imamura, J. Pharm. Soc. Jpn.,95, 849 (9175); US Patent No. 2,580,221, Chem. Abstrs.,46, 6673a (1952).
N. R. Bursian, S. B. Kogan, V. Sh. Gruver, and P. N. Borutskii, Promoted Platinum Catalysts in Isomerization and Dehydrogenation of Paraffin Hydrocarbons [in Russian], TsNIITENeftekhim, Moscow (1981).
G. V. Isagulyants, M. I. Rozengart, and Yu. G. Dubinskii, Catalytic Aromatization of Aliphatic Hydrocarbons [in Russian], Nauka, Moscow (1983), p. 86.
G. N. Maslyanskii and R. N. Shapiro, Catalytic Reforming of Gasolines [in Russian], Khimiya, Leningrad (1985).
N. S. Kozlov, G. M. Sen'kov, V. A. Polikarpov, and V. V. Shipikin, Reforming Catalysts [in Russian], Nauki i Tekhnika, Minsk (1976).
J. C. Nigam, J. Chromatogr.,24, 188 (1966).
N. R. Bursian, S. B. Kogan, G. I. Semenov, and E. A. Levitskaya, Kinet. Katal.,15, 1608 (1974).
A. P. Tyupaev, E. A. Timofeeva, and G. V. Isagulyants, Izv. Akad. Nauk SSSR, Ser. Khim., No. 9, 2089 (1982).
M. I. Rozengart and B. A. Kazanskii, Usp. Khim.,40, No. 9, 1537 (1971).
Comprehensive Organic Chemistry, D. H. R. Barton and W. D. Ollis (eds.), Vol. 4, Pergamon Press, Oxford (1979).
S. B. Kogan, A. M. Moroz, O. M. Oranskaya, et al., Zh. Prikl. Khim.,56, No. 8, 1884 (1983).
M. R. Grimett, Adv. Heterocycl. Chem.,12, 164 (1970).
A. Cornu and R. Massot, Compilation of Mass Spectral Data, Presses Univ., Paris (1966); F. Uchimaru, S. Okada, A. Kosasayama, and T. Konno, J. Heterocycl. Chem.,8, 99 (1971).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1483–1488, July, 1990.
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Isagulyants, G.V., Gitis, K.M., Myasnikov, V.A. et al. Dehydrogenation of piperazine into pyrazine on alumina-platinum catalysts. Russ Chem Bull 39, 1340–1345 (1990). https://doi.org/10.1007/BF00957833
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DOI: https://doi.org/10.1007/BF00957833