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Chapter – 5 Synthesis and Characterization…..
5.10.2 IR SPECTRAL STUDY
IR spectra of the synthesized compounds were recorded on Shimadzu
FT IR 8400 spectrophotometer using Diffused Reflectance Attachment (DRA)
System using Potassium Bromide.
All compounds showed the carbonyl stretching frequency near 1700
cm -1 . All compounds showed N-H stretching frequency in the region of 3220-
3395 cm -1 . C-N stretching (2° & 3°) frequency was found in each and every
compound. C-H stretching frequencies were observed at 2810-2970 cm -1 ,
while ring skeleton frequencies were observed at 1450-1610 cm -1 .
Characteristic frequencies for o, m and p-di substitution were observed
in each compound. C-X (X = Cl, F) stretching frequencies were obtained in
DNJ-1004, DNJ-1005, DNJ-1006, DNJ-1007, DNJ-1008 and DNJ-1013. All
compounds showed C-O-C stretching frequency.
5.10.3 1 H & 13 C NMR (APT 25) SPECTRAL STUDY
1 13
H & C NMR (APT 25) spectra of the synthesized compounds were
recorded on Bruker Avance II 400 & Bruker Avance II 300 spectrometer.
Sample solutions were made in CDCl3 solvent using tetramethylsilane (TMS)
as the internal standard unless otherwise mentioned. Numbers of protons and
numbers of carbons identified from H NMR & C NMR spectrum and their
chemical shift (δ ppm) were in the agreement of the structure of the molecule.
J values were calculated to identify o, m and p coupling. In some cases,
aromatic protons were obtained as multiplet. 1 H & 13 C NMR (APT 25) spectral
interpretation can be discussed as under.
1 H NMR spectral interpretation of 3-[(4-ethylpiperazin-1-yl) methyl]-4-{[3-
(trifluoromethyl) phenyl] amino}-2H-chromen-2-one (DNJ-1013)
1. One most deshielded proton of secondary nitrogen introduced at fourth
position in coumarin nucleus gave singlet at 10.54 δ ppm which is the
Department of Chemistry, Saurashtra University, Rajkot – 360 005 301