Abstract
The use of ethylene glycol as the solvent in the condensation of carboxylic acid and their derivatives with ethylenediamine or its salts makes it possible to obtain various Δ2-imidazolines in good yields. The ionization constants and the characteristic frequencies of the IR spectra of the synthesized compounds are presented.
Similar content being viewed by others
Literature cited
M. D. Mashkovskii, Medicinals [Russian] Vol. 1, Meditsina, Moscow (1967), pp. 242, 244.
V. B. Piskov, V. P. Kasperovich, E. I. Tsvetkov, A. V. Khval'kovskaya, I. A. Koblova, and V. Sh. Poluéktov, Khim.-Farmats. Zh., No. 8, 17 (1974).
R. J. Ferm and J. L. Riebsomer, Chem. Rev., 54, 593 (1954).
M. Covello, M. R. Mazza, N. Sacoco, and F. de Simone, Rend. Accad. Sci. Napoli, 37, 147 (1970).
J. L. Riebsomer, J. Am. Chem. Soc., 70, 1629 (1948).
P. Oxley and W. F. Short, J. Chem. Soc., 497 (1947).
P. Oxley, M. W. Partridge, and W. Short, J. Chem. Soc., 303 (1948).
V. B. Piskov and V. P. Kasperovich, Trudy Vsesoyuz. Gos. Nuachn.-Kontr. Instit. Vetpreparatov, Moskva, 20, 277 (1974).
B. Witkop, J. B. Patrick, and H. M. Kissman, Ber., 85, 949 (1952).
K. Nakanisl, Infrared Spectra and Structure of Organic Compounds [Russian translation], Mir, Moscow (1965), p. 50.
M. Kihn and R. Mecke, Ber., 94, 3016 (1961).
W. Kutzelnigg and R. Mecke, Ber., 94, 1706 (1961).
R. C. Neuman, G. S. Hammond, and T. J. Dougherty, J. Am. Chem. Soc., 84, 1506 (1962).
Yu. A. Zhdanov and V. I. Minkin, Correlation Analysis in Organic Chemistry [in Russian], Izd. Rostovsk. Univ. (1966), p. 169.
H. C. Chitwood and E. E. Reid, J. Am. Chem. Soc., 57, 2424 (1935).
A. J. Hill and J. V. Johnston, J. Am. Chem. Soc., 76, 922 (1954).
S. Limatibul and J. W. Watson, J. Org. Chem., 36, 3803 (1971).
R. E. Klem, H. F. Skinner, H. Walba, and R. W. Jsensee, J. Heterocycl. Chem., 7, 403 (1970).
Chas. Pfizer Co., British Patent No. 770592 (1957); Chem. Abstr., 51, 14825 (1957).
V. B. Piskov and V. P. Kasperovich, Zh. Org. Khim., 10, 1973 (1974).
Toho Rayon Co., Japanese Patent No. 24965 (1961); Chem. Abstr., 62, 11820 (1965).
A. J. Hill and S. R. Aspinall, J. Am. Chem. Soc., 61, 822 (1939).
E. Waldmann and A. Chwala, Ber., 74, 1763 (1941).
H. Casselbaum and K. Dierbach, Farmazie, 21, 167 (1960).
V. B. Piskov, V. P. Kasperovich, and I. A. Koblova, Tr. Vses. Gos. Nauchn.-Kontr. Inst. Vetpreparatov, Moskva, 21, Moscow (1975).
V. B. Piskov, V. P. Kasperovich, and M. I. Chernyakhovskaya, Zh. Prikl. Khim., 46, 220 (1973).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1112–1118, August, 1976.
Rights and permissions
About this article
Cite this article
Piskov, V.B., Kasperovich, V.P. & Yakovleva, L.M. Synthesis of Δ2-imidazolines in ethylene gylcol. Chem Heterocycl Compd 12, 917–923 (1976). https://doi.org/10.1007/BF00510116
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00510116