Synthesis and Anticorrosion Properties
of N-Arylnicotinamides and Their Derivatives:
D. A. Pisanenko, Yu. E. Klimko, and K. V. Likhnitskii
National Engineering University of Ukraine “The Kiev Polytechnic Institute,” Kiev, Ukraine
Received February 18, 2011
Abstract—N-Arylnicotinamides were synthesized by acylating of aniline, 1- and 2-naphthylamines by
nicotinic acid chloride, then 3-(N-arylcarboxamido)-N-benzylpyridinium chlorides were obtained by their
benzylation. The influence of the synthesized compounds on the corrosion of 08 kp steel in 3 M hydrochloric
acid at 20–80°С was studied.
ISSN 1070-4272, Russian Journal of Applied Chemistry, 2011, Vol. 84, No. 8, pp. 1445–1447. © Pleiades Publishing, Ltd., 2011.
Original Russian Text © D.A. Pisanenko, Yu.E. Klimko, K.V. Likhnitskii, 2011, published in Zhurnal Prikladnoi Khimii, 2011, Vol. 84, No. 8, pp. 1384–
It is known  that amides of organic acids can be
applied as adsorption corrosion inhibitors. It is
connected with the presence of a lone electron pair on
the nitrogen atom in these compounds and with a
donor-acceptor interaction between the oxo group and
corroding metal. Creation of additional adsorption
centers in these compounds will allow obtaining
substances, the inhibiting action of which can be raised
as a result of summation of several effects.
As a prolongation of the work  on the synthesis
and studying of anticorrosion properties of such
compounds, we have synthesized N-arylcarboxamides
I–III and quaternary ammonium salts based on them,
IV–VI, by the scheme bellow.
Structures of salts IV–VI were proved by IR and
PMR spectrometry. Absorption bands characteristic of
the amide group appear in the IR spectra at 750–760,
1685–1710, and 3370–3380 cm
. Singlets of the NH-
group proton at 6.03–6.12 ppm and of the benzyl
radical methylene protons at 3.28–3.61 ppm are
present in the
H NMR spectra of these salts.
To estimate anticorrosion properties of synthesized
compounds I–VI, we studied their influence on the
corrosion of 08 kp steel in 3 M hydrochloric acid at
20–80°С, determining the inhibition coefficient γ and
the degree of protection Z.
N-arylcarboxamides I–III were obtained by
acylating of aniline and 1- and 2-naphthylamine by
nicotinic acid chloride. Chemically-pure grade
reagents were used for the experiments,
physicochemical constants of the synthesized amides
corresponded to the published data [3, 4].
Quaternization of N-arylcarboxamides I–III was
Ar = Ph (I, IV); 1-naphtyl (II, V); 2-naphtyl (III, VI).