Tap chi Hoa hoc, T. 45 (2), Tr. 131 - 135, 2007
,l
'A'" ,
A
'"
A'
TONG HQP VACAUTRUCCUA MQT VAl HQP CHAT
".",
%
, '
7
CHl1A D! VONG1,2,4-TRIAZOLDANXUATCUA SAFROL
DenToa so{'n 27-3-2006
PHAM VAN HOAN, NGUYEN HOD
DINH
Khoa
Hoa
hoc, Truong
DHSP
Ha Noi
SUMMARY
Some compounds containing f.2,4-triazole heterocycles derivated from safrole had been
synthesized. Their
Uv,
fR. NMR and MS spectra had been analysed accurately. The onalysises
VV,
JR.
NMR
and
MS
spectra
show
that the structure
a/the
synthesized compounds
were
properly
suitable for intending synthesises.
1-
M6DAU
Safrol (thanh phan chinh trong tinh dau xa
xi) Iii ngu6n nguyen lieu qui trong thien nhien,
san co b Viet Nam. Ban than safrol vii mot so
dan xuatcua no co nhieu ung dung trong y hoc,
diroc hoc
vii trong cong nghiep thuc pham [I -
3], Mot so hop
chat chuadivong 1,3,4-
oxadiazoI
tic
safrol cung dii diroc nghien cuu [4).
Bai nay trinh bay ket qua tong' hop, nghien ciru
cau tnic cua
mot so hopchatchuadivong 1,2,4-
triazol xuat
phallic safrol.
II
-TONG
HQP
Cac chat diroc tonghop theo so d6:
N-NH
N-N.
II ' ,I I'
Ar COOH
~
i\rCONHNH",
Ar CONHNH C S
K-Ar !l,
>~
S
Ar Ji
. ,\ SCH,COOH
I
LI
III
II
N'
IV N V
S I I
NH
NlI,
0-
j;~\
AJCONHNNHCNHC.H, _
!~'N~'
~-~I
VO;
Ar Ia I
'\~~)!
Il'
Ar 1i. ,,,"C"S -
Ar
li
f SCH,COOlI
CH, /
S VI
('I
VlI
~
VIII
'0
C6H~
C
6
H5
Axit I
dlIOC
tong hop
bing
each oxi hoa safroI
bing
dung dich KMnO". Hidrazit II duoc tong
hop
lic
axit piperolinic
bing
each chuyen thanh este sau do dun hoi hru este voi hidrazin trong 2
gia
[51.
Muoi III duoc dieu
che
bing
each khuay can than II voi
Cs,
trong dung dich KOB b nhiet dq
thap
(5 -
1O"C)
[6]. Hieu suat tao ra III phu thuoc nhieu vao viec duy tri nhiet do, do
iJ
nhiet dq cao
III bi thuy phan rnanh. Hopchat IV diroc tong hop
bing
phan trng cua III voi hidrazin 80%. Hieu
suat phan ung ti le thuan voi n6ng
do cua hidrazin. Hopchat VI duoc tong hop
bing
each dun h6i
luu II voi phenylisothioxianat
C"H,NCS (rong hop
tic
anilin vii
Cs,
trong KOB-elanol) sau do kel
tinh lai san pham trong DMSO. Cac axit V vii VIII duoc long hop
bing
each cho cac hopchat IV vii
VII urong ung lac dung voi axil monocloaxetic trong dung dich
KOB
sau do axil hoa
bing
axil
BO
1 : 1 [7]. Ker qua long hop cac
chat
duoc trmh bay iJbang 1.
131
. 1.
131