Page 213 - 80_01

Novel
compounds
containing
1,3,4-­-oxadiazole…

3.
RESULTS
AND
DISCUSSION

3.1.
Characterization
of
synthesized
compounds

a.
Elemental
analysis
details
of
compounds
V
(-­-R,
M.P.,
Yield,
Molecular
formula,

Element:
Found
%,
(Calc
%
))

Va:
H,
152
oC,
65
%,
C18H22N6O3,
C:58.37(58.25),
H:5.94(5.86),
N:22.70(22.65),

O:12.97(12.85).

Vb:
CH3,
153
oC,
60
%,
C19H24N6O3,
C:59.37(59.26),
H:6.25
(6.17),
N:21.87(21.76),

O:12.23(12.14).

Vc:
OCH3,
156
oC,
75%,
C19H24N6O3,
C:57.00(55.85),
H:6.00
(5.68),
N:21.00
(19.85),
O:16.00

(15.85).

Vd:
OC2H5,
168
oC,
80
%,
C20H26N6O4,
C:57.97(57.85),
H:6.28(6.18),
N:20.28(20.20),

O:15.45(15.35).

Ve:
Cl,
174
oC,
75
%,
C18H21N6O3Cl,
C:53.39(53.29),
H:5.19(5.10),
N:20.76(20.66),

O:11.86(11.76),
Cl:8.77(8.66).

Vf:
Br,
169
oC,
65
%,
C18H21N6O3Br,
C:48.11(47.98),
H:4.71(4.60),
N:18.17(18.07),

O:10.89(10.78),
Br:17.69(17.58).

b.
IR
(KBr)
Spectral
data
(?max
in
cm-­-1)

Va:
3445,
3425
(NH2),
3305
(NH),
1665
(C=O),
1620
(C=N).

Vb:
3400,
3420
(NH2),
3285
(NH),
1665
(C=O),
1610
(C=N).

Vc:
3425,
3405
(NH2),
3200
(NH),
1615
(C=N),
1555
(C=O).

Vd:
3435,
3415
(NH2),
3300
(NH),
1615
(C=N),
1660
(C=O).

Ve:
3420,
3400
(NH2),
3275
(NH),
1645
(C=O),
1610
(C=N).

Vf:
3444,
3424
(NH2),
3290
(NH),
1650
(C=O),
1605
(C=N).

c.
1H
NMR
(DMSO
–
d6)
Spectral
data
(d
in
ppm)

Va:
1.2
(s,
3H,
CH3),
2.1
(s,
2H,
NH2),
3.85
(s,
2H,
O-­-CH2-­-CO)
6.8
(s,
1H,
Ar-­-NH)
7.1-­-7.3
(m,

5H,
C6H5
),
7.4
(d,
2H,
C6H4),
7.7(d,
2H,C6H4),
8.4
(s,1H,NH)

Vb:
0.9
(s,
3H,
CH3),
1.16
(s,
3H,
CH3),
2.06
(s,
2H,
NH2),
3.80(s,
2H,
O-­-CH2-­-CO)
6.8(s,1H,Ar-­-
NH)
7.1-­-7.3
(m,
4H,
C6H4),7.4
(d,
2H,
C6H4),
7.7(d,
2H,C6H4),
8.36
(s,
1H,
N,
CONH)

Vc:
1.12
(s,
3H,
CH3),
2.02
(s,
2H,
NH2),
3.24
(s,
3H,
OCH3),

3.76
(s,
2H,
O-­-CH2-­-CO),
6.8
(s,

1H,
Ar–NH),
7.1-­-7.3
(m,
4H,
C6H4),

7.4
(d,
2H,
C6H4),
7.7
(d,
2H,
C6H4),
8.32
(s,
1H,
NH)

Vd:
0.9
(s,
3H,
CH3),
1.11
(t,
3H,
CH3),
2.06
(s,
2H,
NH2),
3.14
(q,
2H,
O–CH2),

3.8
(s,
2H,
O-­-
CH2-­-CO),
6.8
(s,
H,
Ar–NH),
7.1-­-7.3
(m,
4H,
C6H4),
7.4
(d,
2H,C6H4),
7.7(d,2H,C6H4),

8.36

(s,1H,NH)

Ve:
1.08
(s,
3H,
CH3),
2.08
(s,
2H,
NH2),
3.82
(s,
2H,
O-­-CH2-­-CO)
6.8
(s,
1H,
Ar–NH),
7.1-­-7.3

(m,
4H,
C6H4),
7.4
(d,
2H,
C6H4),
7.7
(d,
2H,
C6H4),
8.38
(s,
1H,
NH)

Vf:
1.04
(s,
3H,
CH3),
2.04
(s,
2H,
NH2),
3.78
(s,
2H,
O-­-CH2-­-CO),

6.8
(s,
1H
Ar–NH),
7.1-­-7.3

(m,
4H,
C6H4),
7.4
(d,
2H,
C6H4),
7.7
(d,
2H,
C6H4),
8.34
(s,
1H,
NH)

d.
Elemental
analysis
details
of
compounds
VI
(-­-R,
-­-R1,
-­-R2,
M.P.,
Yield,
Molecular

formula)

VIa:
-­-H,
-­-H,
-­-C6H5,240
oC,
75
%,
C26H28N6O3,
C:66.10(65.95),
H:5.93(5.83),
N:17.93(17.80),

O:10.16(10.02).

VIb:
-­-CH3,
-­-CH3,
-­-C6H5,
245
oC,
77
%,
C27H30N6O3,
C:66.66(66.50),
H:6.17(6.05),

N:17.28(17.12),
O:9.87(9.72).

VIc:
OCH3,
CH3,
C6H5,
35
oC,
72
%,
C27H30N6O4,
C:64.54(64.42),
H:5.97(5.83),
N:16.73(16.58),

O:12.74(12.62).

VId:
OC2H5,
CH3,
C6H5,
250
oC,
73
%,
C28H32N6O4,
C:65.11(64.95),
H:6.20(6.05),

N:16.27(16.12),
O:12.40(12.22).

VIe:
Cl,
CH3,
C6H5,
230
oC,
75,
C26H27N6O3Cl,
C:61.59(61.42),
H:5.33(5.23),
N:16.58(16.46),

O:9.47(9.33),
Cl:7.00(6.86).

VIf:
Br,
CH3,
C6H5,
255
oC,
78
%,
C27H27N6O3Br,
C:56.63(56.52),
H:4.90(4.78),

N:15.24(15.07),
O:8.71(8.58),
Br:14.50(14.37).

207