SYNTHESIS OF N-ISOPROPYLBENZYL DERIVATIVES OF IMIDES OF DICARBOXYLIC ACIDS C4

1
Lviv Polytechnic National University
2
Lviv Polytechnic National University
3
Lviv Polytechnic National University

The imides of maleic and succinic acids derivatives such as N-(4-isopropylbenzyl)
succinimideта N-(4-isopropylbenzyl)maleimidewere synthesized. The compounds were
obtained by interaction of imides dicaboxylic acids and p-chloromethylcumeneasstartingmaterialswithpotassiumcarbonateastheonlycoreagent
in dimethylformamide media.
Reactivity of imides with p-chloromethylcumene was investigated. The obtained compounds
can be used as intermediates for synthesis of transmitters of the polymerization chain.
Thestructureof the of obtained compounds is confirmed by physical and chemical methods,
elemental and functional analysis.

1. Biocompatibility of Dental Materials./ “Chapter 1: Basic Aspects” /Schmalz, G.; Arenholdt-
Bindslev, D. (2008). –Berlin: Springer-Verlag. pp. 1–12. ISBN 9783540777823. 2.Maleimide-
Functionalized Thiol Reactive Copolymer Brushes: Fabricationand Post-Polymerization Tugce Nihal
Gevrek, Tugba Bilgic, Harm-Anton Klok and Amitav Sanya–Macromolecules,Vol 47(22),pp 7842–
7851(2014). 3. Pat. № 7,901/ DowChemicalCo., Neth. (1979). 4. Patent US 2444536 / Synthesis of n-arylmaleimides(
1946). 5. TheSynthesisof N- Substituted Isomaleimides./Robert J. Cotter, Chrol K. Sauers,
AndJohn M. Whelan – J. Org. Chem,vol 26, pp.10–15(1961) . 6. The “isomerism” of n-substituted
maleimides / WilliamR. Roderic – J. Am. Chem. Soc. 79, p.1710 (1957). 7. Patent US 5068357/
Preparation of n-substituted maleimides by use of tincatalyst (1989). 8. Patent US 2008/0262191 A1./
Methods for the preparation of imides, maleimides and maleimide-terminated polyimide compounds
(2008). 9.Synthesis of 4-Maleimidobutyric Acid and Related Maleimides. / Renata Marcia de Figueiredo,
Philipp Oczipka, Roland Fröhlich, Mathias Christmann. – PSP № 121 – Synthesis 2008, No. 8, pp.1316–
1318. 10. Preparation of N-Substituted Maleimides by Direct Coupling of Alkyl or Aralkyl Halides with
20
Heavy Metal Salts of Maleimide /Arthur L. Schwartz, Leon M. Lerner – J. Org. Chem., Vol. 39, No. I,
1974. 11. Synthesison n-alkylatedmaleimides / Randell C. ClevengerandKenneth D. Turnbull. – Synthetic
communications, 30(8), pp.1379–1388 (2000). 12. A High Yielding Synthesis of N-Alkyl Maleimides Using
a Novel Modification of the Mitsunobu Reaction / Michael A. Walker. – J. Org. Chem. Vol 60,
pp. 5352–5355 (1986). 13. The Chemistry of Maleimide and Its Derivatives. I. N-Carbamylmaleimide /
P. 0. Tawney, R. H. Snyder, 0. E. Bryan, R P. Conger, F S. Dovell, R. J. Kelly, and c. H. Stiteler. – J. Org.
Chem. SOC., 25, pp.56–60 (1960). 14. Органикум. Практикум по органической химии: Т. 2. – М.:
Мир, 1979. – С. 360. 15. Синтезы органических препаратов: Сб. 2 – М.: Иностранная литература,
1949. – С. 439. 16. Краткий справочник по химии / И. Т. Гороновский, Ю. П. Назаренко,
Е. Ф. Некряч. – К.: Наукова думка, 1987.