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Chapter – 4 Studies on different types of reactions…..<br />

4.11.1.1 FRAGMENTATION PATTERN FOR DNJ-705<br />

8<br />

7<br />

9<br />

6<br />

Cl<br />

37<br />

27<br />

28<br />

29<br />

30<br />

+.<br />

8<br />

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9<br />

6<br />

4<br />

5<br />

Cl<br />

23<br />

27<br />

3<br />

N 1<br />

2<br />

10<br />

11<br />

12<br />

28<br />

26<br />

17<br />

13<br />

3-{(2Z)-3-[3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl] prop-2-enoyl}-4-<br />

hydroxy-2H-chromen-2-one (DNJ-804)<br />

29<br />

25<br />

18<br />

15<br />

30<br />

19<br />

O 16<br />

14<br />

22<br />

Cl<br />

24<br />

N 20<br />

N 21<br />

31<br />

32<br />

36<br />

33<br />

35<br />

34<br />

Cl<br />

37<br />

27<br />

28<br />

26<br />

29<br />

25<br />

30<br />

1. The target compound showed characteristic molecular ion peak.<br />

2. Loss of hydroxyl group, substituted at C4 position, gave characteristic<br />

peak at 449 m/e. [1]<br />

3. C3-C12 bond cleavage gave two characteristic peaks at 307 m/e and<br />

162 m/e respectively. [2]<br />

4. C12-C15 bond cleavage gave two characteristic peaks at 279 m/e and<br />

189 m/e. [3]<br />

5. C15-C16 bond cleavage gave characteristic peak at 265 m/e. [4]<br />

Department of Chemistry, <strong>Saurashtra</strong> <strong>University</strong>, Rajkot – 360 005 236<br />

8<br />

7<br />

9<br />

6<br />

4<br />

5<br />

Cl<br />

23<br />

Cl<br />

37<br />

27<br />

3<br />

2<br />

N<br />

1<br />

10<br />

11<br />

4<br />

5<br />

26 25<br />

19<br />

N<br />

20<br />

18<br />

17<br />

N<br />

22<br />

21<br />

3<br />

2 O<br />

16<br />

N<br />

1<br />

10<br />

15<br />

11<br />

14<br />

12<br />

13<br />

36<br />

35<br />

31<br />

[3]<br />

34<br />

32<br />

33<br />

+. Cl<br />

37<br />

28 29<br />

8<br />

7<br />

[4]<br />

9<br />

4<br />

5<br />

6<br />

Cl<br />

23<br />

19<br />

N<br />

20<br />

18<br />

36<br />

17<br />

N<br />

22<br />

21<br />

35<br />

31<br />

3<br />

34<br />

32<br />

2 O 33<br />

16<br />

N<br />

1 Cl<br />

24<br />

10 542 m/e<br />

15<br />

11<br />

14<br />

12<br />

13<br />

28<br />

[6]<br />

+. 29<br />

478 m/e<br />

27<br />

30<br />

[5]<br />

27<br />

26<br />

30<br />

25<br />

26 25<br />

8<br />

7<br />

506 m/e<br />

+.<br />

[2]<br />

19<br />

N<br />

19<br />

N 20<br />

20<br />

18<br />

36<br />

17<br />

18<br />

N<br />

17<br />

NH<br />

22<br />

21<br />

35<br />

31<br />

22<br />

21<br />

9<br />

3<br />

9<br />

3<br />

8 4<br />

34<br />

32<br />

4<br />

2 O 33<br />

2 O 7 5<br />

16<br />

5<br />

16<br />

6 N<br />

6 N 464 m/e 1 442 m/e<br />

1 Cl<br />

10<br />

24<br />

15<br />

10<br />

15<br />

11<br />

Cl<br />

23<br />

11<br />

14<br />

14<br />

12<br />

13<br />

12<br />

13<br />

[1]<br />

12<br />

28<br />

26<br />

17<br />

13<br />

29<br />

25<br />

18<br />

15<br />

30<br />

19<br />

14<br />

+.<br />

22<br />

Cl<br />

24<br />

N 20<br />

N 21<br />

31<br />

32<br />

8<br />

7<br />

36<br />

33<br />

524 m/e<br />

9<br />

6<br />

35<br />

34<br />

4<br />

5<br />

Cl<br />

23<br />

3<br />

N 1<br />

2<br />

10<br />

11<br />

12<br />

Cl<br />

37<br />

17<br />

27<br />

28<br />

26<br />

+.<br />

13<br />

15<br />

O 16<br />

14<br />

29<br />

25<br />

18<br />

Cl<br />

24<br />

30<br />

19<br />

290 m/e<br />

+.<br />

22<br />

N 20<br />

N 21<br />

31<br />

32<br />

253 m/e<br />

36<br />

33<br />

35<br />

34

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