Poster presentation
230
TARGETED SYNTHESIS OF
3-ALKYL-6-NITROBENZOPYRIMIDIN-4-ONES
F. A. Zulpanov,
1
B. J. Elmuradov,
1
D. M. Ruziboev,
1
B. A. Sobirov
2
, J. O‘. Muyassarov
3
1) S.Yu. Yunusov Institute of the Chemistry of Plant Substances Academy of sciences of the
Republic of Uzbekistan st. Mirzo-Ulugbek, 77, 100170 Tashkent
e-mail: zulpanovf@gmail.com
2) Mirzo Ulugbek
National University of Uzbekistan, Faculty of Chemistry
3) Samarkand State University, University blv. 15, Samarkand 140104, Uzbekistan
Compounds containing a condensed pyrimidine ring are widely used in agriculture
and medicine. They are widely used in the treatment of cardiovascular, diabetes, cancer
and viral diseases. In recent years, drugs such as
imatinib, erlotinib,
and
afatinib
,
created on the basis of benzopyrimidine derivatives, have been used against tuberculosis
and cancer. They are approved by the Food and Drug Administration (FDA) in the
United States. Today, the demand for low-toxic drugs containing a new type of
pharmacaphor group in the molecule is increasing year by year [1,2].
Taking into account the above points, it is very important to carry out the targeted
synthesis of substances containing the potentially biologically active benzopyrimidine
ring and their chemical modification, as well as to determine their physico-chemical and
biological properties and create new drugs based on this.
In the course of our research, we synthesized the desired benzopyrimidin-4-one (
1
) in
the presence of formamide with
o
-aminobenzoic acid, and carried out its alkylation
reaction with
various
normal
and
iso
-structured alkyl halides,
and 3-
alkylbenzopyrimidin-4-ones (
2-14
) were obtained in high yields:
In order to expand the synthetic potential of the synthesized 3-alkylbenzopyrimidin-4-
ones, we performed electrophilic substitution (nitration) reactions in their aromatic ring. The
reactions were carried out at low temperature in the presence of a nitrating mixture
(HNO
3
/H
2
SO
4
). As a result, 3-alkyl-6-nitrobenzopyrimidin-4-ones (
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