Abstract
The substituted piperidines, N-(piperidin-3-en-4-yl)-N-(1,2-dimethoxycarbonyl-etheno)arylamine and 1-aryl-3,4,5,6-tetramethoxycarbonyl-1,2-dihydrospiro[cyclo-[pyridine-2,4′-piperidine], were synthesized by the condensation of acetylenedicarboxylic ester with an azomethine, obtained from a γ-piperidone. It was found that the amounts of 1∶1 and 1∶2 addition compounds obtained depends on the ratio of starting reagents. Compounds isomeric at the vinyl group were examined in the case of one of the 1∶1 addition compounds. N-(1,2,5-trimethylpiperidin-4-yl)-N-(1,2-dimethoxycarbonyletheno)aniline was prepared by two methods.
Similar content being viewed by others
Literature Cited
N. S. Prostakov, L. A. Gaivoronskaya, V. F. Zakharov, V. V. Kuznetsov, S. K. Das, and A. E. Aliev, Khim. Geterotsikl. Soedin., No. 8, 366 (1984).
V. V. Kuznetsov, S. K. Das, L. A. Gaivoronskaya, V. F. Zakharov, and N. S. Prostakov, paper deposited at VINITI, No. 12, p. 98; No. 1269 (1984).
I. N. Nazarov, N. S. Prostakov, N. N. Mikheeva, and V. N. Dobrynin, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., No. 5, 726 (1959).
D. A. Ramsey, J. Am. Chem. Soc., 74, No. 1, 72 (1952).
N. S. Prostakov, A. A. Fomichev, L. A. Gaivoronskii, N. I. Golovtsov, and S. K. Das, Khim. Geterotsikl. Soedin., No. 11, 1512 (1982).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 943–946, July, 1986.
Rights and permissions
About this article
Cite this article
Kuznetsov, V.V., Gaivoronskaya, L.A., Murugova, L.A. et al. Condensation of N-(piperidylidene-4)arylamines with acetylenedicarboxylic esters. Chem Heterocycl Compd 22, 755–758 (1986). https://doi.org/10.1007/BF00522736
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00522736