Organizing co mmittee

BROMINATION OF TRIACANTHINE 
 
Sh.B. Rakhimov, V.I. Vinogradova
 
 
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: [e-mail] 
Continuing the study of the triacanthine reactivity, its bromination reactions with
N-bromosuccinimide in various solvents were carried out in order to obtain new, 
biologically active substances. Chloroform, acetic acid, and a number of alcohols 
(methyl, ethyl, propyl, and butyl) were used as solvents. 
It was found that the direction of bromination depends on the used solvent. The 
formation of a stable bromonium cation in polar solvents leads to compounds 
3-7
, 
whereas in chloroform, product 
2 
with a more stable 

-complex predominates. 
The structure of the obtained compounds was proved by the data of chromatomass, 
1
H, 
13
C NMR spectra and X-ray diffraction. 
 
 
N
N
N
N
NH
2
CH
2
CH
C
H
3
C
CH
3
1
N
N
N
N
NH
2
CH
2
C
C
CH
3
Br
Br
CH
3
RO
H
NBS
ROH
CHCl
3
NBS
AcOH
2
3
4 - 7
C
СН
3
Н
3
С
N
N
N
N
NH
2
CH
2
Br
CH
C
СН
3
Н
3
С
Br
N
N
N
N
NH
2
CH
2
C Br
H
1
2
3
4
5
6
7
8
9
10
11
12
13
15
14
NBS