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Chapter – 4 Studies on different types of reactions…..
1. Due to the two chlorine atoms substituted in meta position and nitrogen
atom substituted to the para position, one aromatic proton of C13
became shielded and gave doublet at 6.45 δ ppm. Due to the same
environment of chlorine groups, two protons present at C12 and C14
became identical and proton of C13 gave doublet instead of double
doublet.
2. Arylidine proton of C17 became deshielded and gave singlet in aromatic
region at 7.61 δ ppm.
3. One most deshielded proton of pyrazole ring gave singlet in down field
at 9.92 δ ppm.
4. Rests of the peaks are due to the aromatic protons of two phenyl rings
substituted in pyrazole ring and two aromatic rings, one substituted at
the nitrogen atom of indolinone nucleus and another fused to the
nitrogen containing five membered ring.
1 H NMR spectral interpretation of 3-{(2Z)-3-[3-(4-chlorophenyl)-1-phenyl-
1H-pyrazol-4-yl] prop-2-enoyl}-4-hydroxy-2H-chromen-2-one (DNJ-804)
1. Two protons of C15 and C16 gave double doublet in upfield at 5.70 δ
ppm and 5.60 δ ppm respectively. J value of both the double doublet
was come to 3.6 Hz which proved to be the compound-cis isomer.
2. One proton of hydroxyl group became highest deshielded and did not
appear till 10 δ ppm.
3. One proton of pyrazole ring became most deshielded and gave singlet
at 7.95 δ ppm.
4. Rests of the peaks are due to the aromatic protons of two phenyl rings
substituted in pyrazole ring and one phenyl ring fused to the pyran ring.
1 H NMR spectral interpretation of 3-{[3-(4-fluorophenyl)-1-phenyl-1H-
pyrazol-4-yl] methylene}-2H-chromene-2, 4(3H)-dione (DNJ-905)
1. Arylidine proton of C12 became deshielded and gave single in aromatic
region at 7.95 δ ppm.
Department of Chemistry, Saurashtra University, Rajkot – 360 005 243