Abstract
Betaine formation occurs on reacting 1,4-diaza[2.2.2]bicyclooctane with acrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, and 4-acrylamido-4-methyltetrahydrothiophene-1,1-dioxide-3-sulfonic acid. Various products such as monobetaines, their salts, or dibetaines may be obtained in the reaction with acrylic acid depending on the solvent and the reactant ratio. With an excess of diamine reaction occurs more rapidly with sulfonic acids, but with a deficiency of diamine reaction occurs more rapidly with the carboxylic acid.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
US Patent 4012437; Ref. Zh. Khim., 22S329 (1977).
E. N. Zil'berman, V. N. Salov, V. L. Krasnov, and S. Yu. Atopshev, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol.,29, 22 (1986).
A. Le Berre and A. Delacroix, Bull. Soc. Chim. Fr.,7–8, 2404 (1973).
A. Gordon and R. Ford, Chemist's Companion [Russian translation], Khimiya, Moscow (1976).
M. Chiary, C. Ettori, and P. Righetti, J. Chromatog.,559, 119 (1991).
O. A. Kazantsev, K. V. Shirshin, S. M. Danov, and S. A. Kazakov, Abstracts of First Scientific Technical Conference “Farberovsk Readings 96,” Yaroslavl (1996), p. 70.
Additional information
Dzerzhinsk Branch, Novgorod State Medical University, Dzerzhinsk 606007, Russian. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 547–550, April, 1998.
Rights and permissions
About this article
Cite this article
Kazantsev, A.O., Kazakov, S.A., Shirshin, K.V. et al. Synthesis of betaines from 1,4-diaza[2.2.2]bicyclooctane. Chem Heterocycl Compd 34, 484–487 (1998). https://doi.org/10.1007/BF02290891
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02290891