84719-16-4Relevant academic research and scientific papers
UV-vis and IR spectroscopic studies of some 4-arylhydrazo-2-phenyl-2- oxazoline-5-one derivatives
Issa,Abd-Elgawad,El-Sayed
experimental part, p. 153 - 165 (2012/04/23)
THE ABSORPTION spectra of some 4-arylhydrazo-2-phenyl-2-oxazoline-5-one derivatives, have been studied in organic solvents of different polarity. The diagnostic IR spectral bands are assigned and discussed in relation to molecular structure and hydrogen bond existing in the stable compounds in the hydrazo form. The presence of electron withdrawing group in the phenyl ring facilitates the charge migration and hence the proton transfer, thus the azohydrazo form may appear in these compounds, but the major compounds were in the hydrazo form. The fact that these compounds show evidence for intramolecular hydrogen bonding is in favor of the hydrazone structure, this fact excludes the possibility of azo structure. The electronic absorption bands are assigned to the corresponding electronic transitions and the effect of solvent parameters on the charge transfer energy ( ΕCT) is investigated. Four absorbance bands appeared for hydrazones in the range 443-221 nm, the first band has λmax within the range 222-237 nm corresponding to the medium energy transition of the phenyl group (1La-1A). The second band with λmax at 243-257 nm is attributed to the low energy π-π transition of the phenyl rings representing the ( 1Lb-1A) electronic state. The third band at 278-314 nm lies within the energy region for the π-π excitation of the electrons of the hydrazo groups. The last band in the visible which has λmax within the range 422-443 nm is considered as being due to an intramolecular charge transfer involving the whole molecule. Finally, the substitution effect was also studied.
Synthesis and Reactions of Some New Triazole Derivatives
Kassab, R. R.
, p. 233 - 248 (2007/10/03)
Oxazolin-5-one derivatives 1a and b were prepared and used as starting materials for the syntheses of triazolobenzimidazole derivatives 2a and b. Sulfonyloxyphenyl and/or sulfonyloxy-4-methylphenyl oxazolone derivatives 3a and b, and 1,2,4-triazolobenzimidazole derivatives 4a and b were also prepared. The reaction of 3a and/or 3b with resorcinol, 1- and/or 2-naphthols gave triazolo-3-carboxylate derivatives 5a-f which were rearranged according to Fries rearrangement reaction to give 6a-d. Fries rearrangement products 10a and b have been obtained also by refluxing compounds 9a and b with anhydrous zinc chloride and acetic acid. Reaction of Fries rearrangement products 6a-d and/or 10a and b with malononitrile in acetic, dry benzene and ammonium acetate gave compounds 7a and b, 8a and b and 11a and b, respectively.
