Poster presentation
242
AMIDOALKYLATION OF
6H(BROMO, CHLORO)-BENZOXAZOLIN-2-ONES
M.I. Olimova, A.R. Khurramov, B.Zh. Elmuradov
S.Yu. Yunusov Institute of the Chemistry of Plant Substances Academy of sciences of the
Republic of Uzbekistan st. Mirzo-Ulugbek, 77, 100170 Tashkent
Benzoxazoles are found in a variety of natural products
and routinely find use in
pharmaceutical research. They are generally made by condensation of a 2-aminophenol
with a carboxylic acid. Therefore, this scaffold is often described as the building blocks
for the synthesis of various pharmacologically relevant molecules.
The increased interest in benzoxazole derivatives is due to their high biological
activity and wide spectrum of action. Among of 2,3-substituted benzoxazolin-2-ones,
there are
substances that have antitumor, hypotensive, antispasmodic,
antipsychotic,
antibacterial effects, as well as herbicidal, fungicidal and growth-stimulating activity [1-
4].
Continuing research on the synthesis and chemical transformations of 6H(bromo,
chloro)-benzoxazolin-2-one, it seemed interesting to us to study the alkylation of
6H(bromine, chlorine)-benzoxazolin-2-ones
with chloroacetic acid amides, since this
reaction not described in the literature.
In order to synthesize new potentially active
derivatives of benzoxazoles, in this
work, we carried out reactions of 6H(bromo, chloro)-benzoxazolin-2-ones (
1-3
) with
chloroacetic acid amides (
4,5
) in the presence of triethylamine using stoichiometric
amounts of reagents failed to give positive results. However, when K
2
CO
3
was used as a
dehydrohalogenating
agent,
1-(N,N-dialkylamido)methyl-6H(bromo,
chloro)-
benzoxazolin-2-ones (
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