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Chapter – 3 Preparation of small library…..
DNJ-1305 while rests of the compounds showed only C-N stretching (3°)
frequency. C-H stretching frequencies were observed between 2810 cm -1 and
2970 cm -1 , while ring skeleton frequencies were observed near 1460 cm -1 in
all the compounds.
Characteristic frequencies for p-di substitution were observed in DNJ-
1502, DNJ-1503, DNJ-1504 and DNJ-1505. C-X (X = Cl, F) stretching
frequencies were obtained in DNJ-1503 and DNJ-1504 while DNJ-1502
showed characteristic C-O-C stretching frequency. DNJ-1301 and DNJ-1401
also showed C-O-C stretching frequency.
3.6.3 1 H & 13 C NMR SPECTRAL STUDY
1 13
H & C NMR spectra of the synthesized compounds were recorded
on Bruker Avance II 400 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 proton NMR & carbon 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 spectral interpretation can be
discussed as under.
1 H NMR spectral interpretation of N'-[1-(morpholin-4-ylmethyl)-2-oxo-1,
2-dihydro-3H-indol-3-ylidene]-2-propylpentanohydrazide (DNJ-1301)
1. Four protons of C23 and C26 in the hydrazide linkage gave multiplet at
1.79 δ ppm. While another four protons of C24 and C27gave quartet at
1.53 δ ppm. Six protons of two methyl groups C25 and C28 should
showed triplet at 1.37 δ ppm.
2. Another four protons of morpholinyl methylene groups (C3 & C5) and
one proton of C22 gave multiplet at 2.90 δ ppm. Due to the nitrogen
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