Abstract
The condensation of various nonaromatic amines with ethyl N-{[4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-yl]methyl}oxamate prepared from [4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-yl]methanamine and diethyl oxalate afforded the corresponding N,N'-disubstituted oxamides. N-Aryloxamides were synthesized by the reaction of [4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-yl]methanamine with ethyl N-aryloxamates. The condensation of N-{[4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-yl]methyl}succinamic acid with primary amines gave N,N'-disubstituted siccinamides.
Similar content being viewed by others
References
Arustamyan, Zh.S., Markaryan, R.E., Tsatinyan, A.S., Shirinyan, E.A., Asatryan, T.O., Minasyan, N.S., and Markaryan, E.A., Khim. Zh. Arm., 2012, vol. 65, no. 3, p. 332.
Aghekyan, A.A., Mkryan, G.G., Tsatinyan, A.S., Noravyan, O.S., and Gasparyan, G.V., Russ. J. Org. Chem., 2016, vol. 52, no. 2, p. 209.
Koz’minykh, V.O., Pharm. Chem. J., 2006, vol. 40, no. 1, p. 8.
Dolzhenko, A.V., Koz’minykh, V.O., Kolotova, N.V., Syropyatov, B.Ya., and Novoselova, G.N., Pharm. Chem. J., 2003, vol. 37, no. 5, p. 229.
Burdulene, D., Palaima, A., Stumbryavichyute, Z., Talaikite, Z., Metkalova, S.E., and Penyazeva, G.A., Pharm. Chem. J., 1999, vol. 33, no. 5, p. 261.
Syropyatov, B.Ya., Kolotova, N.V., and Dolzhenko, A.V., Vopr. Biol., Med. Farm. Khim., 2012, vol. 5, p. 31.
Dolzhenko, A.V., Kolotova, N.V., Koz’minykh, V.O., Vasilyuk, M.V., Kotegov, V.P., Novoselova, G.N., Syropyatov, B.Ya., and Vakhrin, M.I., Pharm. Chem. J., 2003, vol. 37, no. 3, p. 149.
Aghekyan, A.A. and Mkryan, G.G., Russ. J. Gen. Chem., 2015, vol. 85, no. 5, p. 1057.
Aghekyan, A.A., Panosyan, G.A., and Markaryan, E.A., Russ. J. Org. Chem., 2013, vol. 49, no. 7, p. 1083.
Vartanyan, S.O., Avakyan, A.S., Sarkisyan, A.B., Markaryan, E.A., Arutyunyan, S.A., Shirinyan, E.A., and Khachatryan, A.G., Vestn. MANEB, 2005, vol. 10, no. 6, p. 198.
Rukovodstvo po eksperimental’nomu /doklinicheskomu/ izucheniyu novykh farmakologicheskikh veshchestv (A Guide to Experimental /Preclinical/ Trials of New Pharmacologically Active Compounds), Khabriev, R.U., Ed., Moscow: Meditsina, 2005.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © A.A. Aghekyan, G.G. Mkryan, R.E. Muradyan, A.E. Tumajyan, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 6, pp. 884–889.
Rights and permissions
About this article
Cite this article
Aghekyan, A.A., Mkryan, G.G., Muradyan, R.E. et al. Synthesis of Dicarboxylic Acid Amides and Diamides on the Basis of [4-(4-Methoxyphenyl)tetrahydro-2H-pyran-4-yl]methanamine. Russ J Org Chem 54, 886–891 (2018). https://doi.org/10.1134/S1070428018060106
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428018060106