1070-4272/01/7406-0998 $25.00 C 2001 MAIK [Nauka/Interperiodica]
Russian Journal of Applied Chemistry, Vol. 74, No. 6, 2001, pp. 998!1001. Translated from Zhurnal Prikladnoi Khimii, Vol. 74, No. 6, 2001,
Original Russian Text Copyright + 2001 by Karpov, Nazarenko, Pekarevskii, Potekhin.
AND INDUSTRIAL ORGANIC CHEMISTRY
Biocidal and Anticorrosive Effect of 2-Aminothiazole
Derivatives Used as Additives to Jet Fuels
K. A. Karpov, A. V. Nazarenko, B. V. Pekarevskii, and V. M. Potekhin
St. Petersburg State Technological Institute, St. Petersburg, Russia
Received April 16, 2001
Abstract-The effect of 2-aminothiazole derivatives on the biological resistance and corrosion activity of
jet fuels was studied under conditions of water condensation.
2-Aminothiazole derivatives are widely used in
pharmacology . Aminothiazoles exhibit antimicro-
bial [1!3] and antioxidant  activity. Some disubsti-
tuted aminothiazole derivatives are used as antioxidant
additives to hydrocarbon fuels, mineral and synthetic
lubricating oils, solid paraffins, polyolefins, and ani-
mal and vegetable fats . sym-Triazine derivatives
containing substituents with 2-aminothiazole frag-
ments are effective anticorrosive, antiwear, and anti-
scuff additives to lubricating oils .
With the aim to look for high-performance addi-
tives of polyfunctional effect among 2-aminothiazole
derivatives, we studied the compounds of the general
where R = H (I), Me (II), Ph (III), and 1-naphthyl
In this work, we studied the biocidal and anticor-
rosive properties of 2-aminothiazole derivatives I!IV
when used as additives to jet fuels.
Biocidal additives to fuels are used to suppress
the biological damage by microorganisms, impairing
the service properties of fuels [7!9]. The effect of
these additives is based on inhibiting the activity of
microorganisms contaminating the fuel and living in
hydrocarbon medium. Biocidal additives are active in
concentrations that do not exceed the level prescribed
for additives serving for other purposes. In any proc-
esses of fuel purification, the danger of fuel de-
terioration by microorganisms is decreased. However,
these measures can only diminish, but not prevent
the possibility of fuel contamination ; it can be
fully precluded only by using special additives.
Compounds I!IV were prepared by the Hansch
procedure, namely, by reactions of thiourea with =,>-
dichlorodiethyl ether (I) , with iodine and acetone
(II) [11, 12], with iodine and acetophenone (III)
[10, 11], and with iodine and 1<-acetonaphthone (IV).
The purity and structures of I!IV were proved by
TLC and by IR and NMR spectroscopy. The relevant
physicochemical data are listed in Table 1.
The biological resistance of jet fuels RT anbd TS-1
[GOST (State Standard) 10227!86, intended for use
in different climatic zones] protected with biocidal
additives was determined according to GOST 9.023!
74 within the framework of a common system of meas-
ures for corrosion and aging protection. The proce-
dure involves incubation of fuels with additives in
contact with an aqueous-mineral medium containing
test microorganisms which actively grow in the fuel
with no additive. Incubation was performed for 15
Table 1. Yields, melting points, and retention factors of
2-aminothiazole derivatives I3IV
Compound no.³Yield, %³ mp, oC ³ R
I ³ 90 ³ 88 + 1, 90  ³ 0.44
II ³ 60 ³ 40341, 42  ³ 0.49
III ³ 80 ³ 1523153, 1513152 ³ 0.61
IV ³ 80 ³ 165 + 1 ³ 0.68
Eluent 2-propanol3octane, 1 : 1.