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Chapter – 4 Studies on different types of reactions…..
4. After C4-N5 bond cleavage and loss of nitro group, C18-C22 bond
cleavage gave characteristic peak at 291 m/e. [3]
5. After C18-C22 bond cleavage, N20-C28 bond cleavage gave
6.
characteristic peak at 223 m/e. [4]
From title molecule, N20-C28 bond cleavage gave characteristic peak at
409 m/e. [5]
7. After N20-C28 bond cleavage, loss of nitro group or C18-C22 bond
cleavage from title molecule gave characteristic peak at 355 m/e. [6 &
7]
4.11.1.4 FRAGMENTATION PATTERN FOR DNJ-1603
O 35
O -
36
6
N
H 5
H
N
20
N
26
25
27
22
N
19
18
17
21
O
15
23
24
8 2
HN 7
3
+
34
O 16
409 m/e
O 16
6
N
H 5
4
[6]
10
11
26
25
27
22
H
N N
19 20
18 21
17 O
15
23
24
8 2
HN 7
3
355 m/e
4
+.
+.
10
11
O 1
9
12
O 1
9
12
14
13
14
13
[5]
O 35
N
26
+
O
34
-
36
25
O 16
24
4-[3-(3-nitrophenyl)-1-phenyl-1H-pyrazol-4-yl]-2-thioxo-1,2,3,4-tetrahydro-
5H-chromeno [4, 3-d] pyrimidin-5-one (DNJ-1703)
27
HN 7
6
23
22
O 16
N 19
HN 7
17
8
N
H 5
18 21
6
N 19
17
8
N
H 5
N 20
33
3
4
28
32
O 15
2
10
11
31
29
O 1
30
9
12
[1]
14
13
18 21
1. The target compound showed characteristic molecular ion peak.
2. N5-C6 and N7-C8 bond cleavages gave characteristic peak at 438 m/e.
[1]
Department of Chemistry, Saurashtra University, Rajkot – 360 005 239
O 35
N
26
+
O
34
-
36
25
24
N 19
27
17
8
23
22
H
N
20
18 21
3
4
2
N 19
17
8
H2N 5
O 15
10
11
O 1
9
12
N 20
33
3
4
14
13
28
32
O 15
2
10
11
31
29
O 1
30
9
12
14
13
25
26
24
N 19
27
17
8
23
22
N 20
33
18 21
3
4
28
32
N 19
18 21
479 m/e 438 m/e 374 m/e
N 20
33
18 21
3
4
28
355 m/e
32
[7]
O 15
2
10
11
31
29
O 1
30
9
12
+.
14
13
+.
223 m/e
+.
[4]
[2]
[3]
O 15
2
10
11
29
17
8
31
O 1
291 m/e
9
12
N 20
30
33
3
4
+.
28
14
13
32
O 15
2
10
11
31
29
O 1
30
9
12
+.
14
13