International E-publication: Publish Projects, Dissertation, Theses, Books, Souvenir, Conference Proceeding with ISBN.  International E-Bulletin: Information/News regarding: Academics and Research

Synthesis, Characterization and Solvatochromic studies of 3-{2-(5-Bromothiazol-2-yl) diazeny l}-4-Bromopyridine-2, 6-Diamine

Author Affiliations

  • 1Department of Chemistry, Kuvempu University, Shankaraghatta 577 451, Karnataka, INDIA

Res.J.chem.sci., Volume 3, Issue (8), Pages 38-43, August,18 (2013)

Abstract

The 3-{2-(5-bromothiazol-2-yl)diazenyl}-4-bromopyridine-2,6-diamine was synthesized by carrying the diazotization of 5-bromothiazol-2-amine in coupling with 4-bromopyridine-2, 6-diamine as a coupling component to yield a azo dye. The structure of the dye was confirmed by UV-visible spectrophotometry, Fourier Transfer Infrared spectroscopy (FTIR), LC-MS, 1H and 13C NMR spectroscopic methods. The change in the absorption maxima of the synthesized compound in different solvents were determined, the solvatochromic property of the dye showed a medium red shift in different solvents and has shown the moderate solvent dependency over the bathochromic shift.

References

  1. Ahmed K.A., Elhennawy H.M. and Elkashouti M.A., Microwave Assists the Synthesis of Pyridone azo Dyes and their Application in Polyester Printing, Research Journal of Chemical Sciences 2(11), 14-19 (2012)
  2. El- Kashouti M.A., Tawfik S.S., Ahmed K.A., Mohamed Sh. S., Application of the synthesized Arylazopyrazolopyrimidine dyes in Printing Polyester and Polyamide Fabrics, Research Journal of Chemical Sciences, 2(9), 79-89 (2012)
  3. Ravi R. Vidule, Shirodkar S.G., Synthesis and Antimicrobial studies of few New Substituted 2-methyl-3-(aryldiazenyl) pyrazolo[5,1-b]quinazolin-9(3H)-ones, Research Journal of Chemical Sciences, 3(6), 60-68 (2013)
  4. Hyeyoung P., Eung-Ryul K., Dong J K., and Haiwon L.,Synthesis of Metal-Azo Dyes and Their Optical and Thermal Properties as Recording Materials for DVD-R, Bulletin of the Chemical Society of Japan, (75), 2067–2070(2002)
  5. Hans-Tobias M., Eduard M., Ruediger B., Pflieger D and Bansi L K., Use of Iron azo complex compound a charge controllagents, US-PATENT2002/0028401 A1 1-10 (2002)
  6. Kazuhito Watanabe, Numazu., ToshikiNanya, Mishima, Toner for developing electrostatic latent imageUS-PATENT5,597,673, 1-14 (1997)
  7. Ryuzo Ueno Nishinomiya, Masaya Kitayama Takarazuka, Kenji Minami Sennan, Hiroyuki Wakamori, Hyogo-ken, Azo compounds and process producing the same, US-PATENT6,409,812 B1, 1-6 (2002)
  8. Birkett K.L and Gregory P., Metal Complex Dyes as Charge Control Agents, Dyes and Pigments, (7), 341-350, (1986)
  9. Ashkar S.M., El-Apasery M.A., Touma M.M. and Elnagdi M.H., Synthesis of Some Novel Biologically Active Disperse Dyes Derived from 4-Methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydropyridine- 3-carbonitrile as Coupling Component and Their Colour Assessment on Polyester Fabrics, Molecules, (17), 8822-8831 (2012)
  10. Khosravi A., Moradian S., Gharanjig K., Afshar T.F., Synthesis and spectroscopic studies of some naphthalimide based disperse azo dyestuffs for the dyeing of polyester fibres, Dyes and Pigments, (69), 79-92 (2006)
  11. Metwally M.A., Abdel-Galil E, Metwally A and Amer F. A., New azodisperse dyes with thiazole, thiophene, pyridone and pyrazolone moiety for dyeing polyester fabrics, Dyes and Pigments, (92), 902-908 (2012)
  12. Arcoria A., Cerniani A., Giorgi R. D., Longo M. L and Toscanoa R. M., Carrier dyeing of polyester fibre with some disperse azo dyes, Dyes and Pigments(11), 269-276 (1989)
  13. Ertan N., Synthesis of some hetarylazopyrazolone dyes and solvent effects on their absorption spectra, Dyes and Pigments, 44(1), 41-48 (1999)
  14. Ertan N. and Eyduran F., The synthesis of some hetarylazopyridone dyes and solvent effects on their absorption spectra. Dyes and Pigments, 27(4), 313-320 (1995)
  15. Snavely F.A. and Yoder C.H., Study of tautomerism in arylazopyrazolones and related heterocycles with nuclear magnetic resonance spectroscopy, Journal of Organic Chemistry, 33(2), 513-516 (1968)
  16. Lestina G.J. and Regan T. ., Determination of the azo-hydrazonotautomerism of some 2-pyrazolin-5-one dyes by means of nuclear magnetic resonance spectroscopy and 15N-labeled compounds, Journal of Organic Chemistry, 34(6), 1685-1686 (1969)
  17. Saylam A., Seferoglu Z and Ertan N., Synthesis and spectroscopic properties of new hetarylazo 8-hydroxyquinolines from some heterocyclic amines, Dyes and Pigments, 76(2), 470-476 (2008)
  18. Gary M., Allan J G., Joseph B C., Kevin B., Michael M., Cooke G., Vincent M R., Model Systems for Flavoenzyme Activity: Interplay of Hydrogen Bonding and Aromatic Stacking in Cofactor Redox Modulation, Organic letters 6(3), 385-388 (2004)