Conclusions
-
1.
Pyridine is hydrogenated to piperidine in the presence of Re2S7 (5–10% on the weight of pyridine) at 230–250°, a hydrogen pressure in excess of 100 atm, and a reaction time of 3–6 h, while in alcohol medium the piperidine also undergoes simultaneous N-alkylation.
-
2.
In the indicated reactions the Re2S7, obtained from ammonium perrhenate by precipitation with H2S in acid medium, is twice as active as the sample that is obtained by the fusion of ammonium perrhenate with thiourea, and it is five times as active as ReS2.
Similar content being viewed by others
Literature cited
M. A. Ryashentseva, E. A. Mistryukov, and E. L. ll'kova, USSR Patent 293805 (January 28, 1970); Byull. Izobr., No. 6, 61 (1971).
M. A. Ryashentseva, Kh. M. Minachev, V. V. Dorogov, and N. S. Prostakov, Khim. Geterotsikl. Soed., 88 (1972).
E. L. Ilkova and E. A. Mistrykov, J. Chromatogr.,54, 422 (1971).
W. Geilmann and F. Weibke, Z. Anorg. Allgem. Chem.,195, 289 (1931).
T. Ya. Rubinskaya and S. G. Mairanovskii, Elektrokhimiya,7, 1403 (1971).
K. F. Novikova, N. I. Basargin, and M. F. Tsygankova, Zh. Analit. Khim.,16, 348 (1961).
H. Wagner, Mikrochim. Acta, 19 (1957).
K. Traore, G. Coeffier, and J. Brenet, Bull. Soc. Chim. France, 361 (1962).
M. A. Ryashentseva and R. A. Dubinskii, Izv. Akad. Nauk SSSR, Ser. Khim., 1873 (1972).
Yu. S. Khodakov, V. S. Nakhshunov, and Kh. M. Minachev, ibid., 1699 (1968).
Catalytic, Photochemical, and Electrolytic Reactions [Russian translation], IL (1960), pp. 93, 121.
M. Freifelder, R. M. Robinson, and G. R. Stone, J. Org. Chem.,27, 284 (1962).
M. Freifelder, Adv. Catalysis,14, 203 (1963).
H. S. Broadbent, G. C. Campbell, W. J. Bartly, and J. H. Johnson, J. Org. Chem.,24, 1847 (1959).
H. S. Broadbent, W. L. Mylroie, and W. R. Dixon, Ann. N.Y. Acad. Sci.,172, 194 (1970).
E. A. Mistrykov, E. L. Ilkova, and M. A. Ryaschentseva, Tetrahedron Lett., 1691 (1971).
K. Traore, Bull. Soc. Chim. France, 1284 (1965).
E. F. Rode and B. A. Lebedev, Zh. Neorg. Khim.,6, 1198 (1961).
G. Ogent, Rev. Chim. Miner.,6, 933 (1969).
K. Taimni and G. B. Salaria, Analyt. Chim. Acta,12, 519 (1955).
M. A. Ryashentseva and V. I. Nefedov, Izv. Akad. Nauk SSSR, Ser. Khim., 1642 (1973).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1583–1587, July, 1973.
The authors express their gratitude to T. Ya Rubinskaya for assistance in determining rhenium by the polarographic method, and to V. V. Zaspykin for running the differential thermal analysis.
Rights and permissions
About this article
Cite this article
Ryashentseva, M.A., Minachev, K.M. & Tsibizova, N.A. Hydrogenation of pyridine over rhenium sulfides. Russ Chem Bull 22, 1533–1536 (1973). https://doi.org/10.1007/BF00930056
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00930056