Abstract
Reactions of 2-(phenylamino)benzoic and 2-(phenylamino)- and 2-methyl-6-phenylpyridine-3-carboxylic acid hydrazides with succinic anhydride in organic solvents at room temperature gave the corresponding 4-(2-aroylhydrazinyl)-4-oxobutanoic acids. The reactions in boiling acetic acid afforded N-(2,5-dioxopyrrolidin-1-yl)benzamide or N-(2,5-dioxopyrrolidin-1-yl)pyridine-3-carboxamide.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Chernobrovin, N.I., Kozhevnikov, Yu.V., and Bobrovskaya, O.V., Available from VINITI, 1991, Moscow, no. 445-V-91.
Shemchuk, L.A., Chernykh, V.P., Arzumanov, P.S., Levanov, D.V., and Shemchuk, L.M., Russ. J. Org. Chem., 2007, vol. 43, p. 615.
Smirnov, G.A., Sizov, E.P., Luk’yanov, O.A., Fedyanin, I.V., and Antipin, M.Yu., Izv. Ross. Akad. Nauk, Ser. Khim., 2003, no. 11, p. 2311.
Yhelardoni, M. and Pestellini, V., Ann. Chem. (Ital.), 1974, vol. 64, p. 445.
Dalasubamanigan, V. and Argade, N.P., Indian J. Chem., Sect. B, 1988, vol. 27, p. 906.
Shemchuk, L.A., Chernykh, V.P., Grishchenko, I.S., Goryachii, V.D., and Ivanova, L.I., Zh. Org. Khim., 1994, vol. 30, p. 588.
Gritsenko, I.S., Doctoral (Chem.) Dissertation, Khar’kov, 1992.
Biemann, K., Elucidation of Structures by Physical and Chemical Methods, Bentley, K.W., Ed., New York: Interscience, 1963, part 1 (Technique of Organic Chemistry Series, Weissberger, A., Ed., vol. 9). Translated under the title Ustanovlenie struktury organicheskikh soedinenii fizicheskimi i khimicheskimi metodami, Moscow: Khimiya, 1967, p. 324.
Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Montgomery, J.A., Jr., Vreven, T., Kudin, K.N., Burant, J.C., Millam, J.M., Iyengar, S.S., Tomasi, J., Barone, V., Mennucci, B., Cossi, M., Scalmani, G., Rega, N., Petersson, G.A., Nakatsuji, H., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Klene, M., Li, X., Knox, J.E., Hratchian, H.P., Cross, J.B., Bakken, V., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R.E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Ayala, P.Y., Morokuma, K., Voth, G.A., Salvador, P., Dannenberg, J.J., Zakrzewski, V.G., Dapprich, S., Daniels, A.D., Strain, M.C., Farkas, O., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Ortiz, J.V., Cui, Q., Baboul, A.G., Clifford, S., Cioslowski, J., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nanayakkara, A., Challacombe, M., Gill, P.M.W., Johnson, B., Chen, W., Wong, M.W., Gonzalez, C., and Pople, J.A., Gaussian 03, Wallingford CT: Gaussian, 2004.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © M.E. Kon’shin, A.L. Efremov, M.I. Vakhrin, A.A. Gorbunov, 2012, published in Zhurnal Organicheskoi Khimii, 2012, Vol. 48, No. 4, pp. 546–548.
Rights and permissions
About this article
Cite this article
Kon’shin, M.E., Efremov, A.L., Vakhrin, M.I. et al. Reaction of 2-(phenylamino)benzoic and 2-(phenylamino)- and 2-methyl-6-phenylpyridine-3-carboxylic acid hydrazides with succininc anhydride. Russ J Org Chem 48, 544–546 (2012). https://doi.org/10.1134/S1070428012040136
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428012040136