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

Synthesis and Application of Mordent and Disperse Azo Dyes Based on 2- Amino-6-Nitro-1,3- Benzothiazole

Author Affiliations

  • 1Department of Chemistry, Vinayak Ganesh Vaze College Mithaghar Road, Mulund East, Mumbai - 400081, India

Res.J.chem.sci., Volume 6, Issue (11), Pages 6-16, November,18 (2016)


A diazotized solution of 2-amino-6-nitro-1,3-benzothiazole was added to the cold solution of phenols or aromatic amines to obtain azo dyes. The synthesized compounds were characterized by 1H-NMR, FT-IR, UV-Vis and LC-MS spectroscopy. Dyeing assessment of synthesized compounds was done on cotton fabric. Cotton mordant fibers showed a better hue on dyeing. Compounds were tested against representatives of gram-positive, gram- negative bacteria and fungi by agar diffusion method. The results revealed that the compounds show a broad spectrum of activity against the tested microorganisms.


  1. Robinson T. and Marchant R. et. al. (2001)., Remediation of dyes in textile effluent a critical review on current treatment technologies with a proposed alternative., Bioresource.Tech.,7, 247-255.
  2. Ayyappanpillai S., Ajayaghosh George J., Albertus P. and Schenning J. (2005)., Color in dye house effluent, the dye maker’s view., Top curr. chem., 258, 83-118.
  3. Moreira R., Kuhen N. and Peruch M. (1998)., Adsorption of reactive dyes onto granular activated carbon., Latin Am. Appl. Res., 28, 37-41.
  4. Cumming W. and Howie G. (1933)., Binaphthyl bases. II. reduction of 1,1, J. Chem Soc., 5, 133-130.
  5. Mohamed S. and Nour E. (1999)., Solid state photolysis of triazene 1-oxides with naphthols, synthesis of azo dyes., J. Chem. Research., 3(8), 508-513.
  6. Peters A. and Walker D. (1956)., Intermediates and dyes. IV. Condensation of 2,3-thianaphthene dicarboxylic anhydride with hydrocarbons and phenols., J. Chem. Soc., 36, 1429-1434.
  7. Gordon P. and Gregory P. (1983)., Organic chemistry in color., Berlin Ltd: Springer Verlag.
  8. Srinivasan Damodaran and Owen Fennema (1996)., Fennema, Taylor and Francis group publication, London, 571-595. ISBN: 13:978-1-1200-2052-6
  9. Eigenmann P.A. and Haengelli C.A. (2004)., Food colorings and preservatives- allergy and hyperactivity., The Lancet., 364, 823-824.
  10. Sternberg E., Dolphin M. and Matsuoka (Ed.). (1990)., Infrared absorbing dyes., Plenum, New York., 193-212.
  11. Gregory P. (1994)., Modern reprographics., Rev. Prog. Coloration, 24 (1), 223-233.
  12. Mekkawi D. and Abdel-Mottaleb M. (2005)., The interaction and photostability of some xanthenes and selected azo sensitizing dyes with TiO2 anoparticles., Int. J. Photoenergy., 7(2), 95-101.
  13. Marchevsky E., Olsina R. and Marone C. (1985)., 2-[2-(5-Chloropyridyl) azo]-5-dimethyl aminophenol as indicator for the complexometric determination of zinc., Talanta., 32 (1), 54-56.
  14. Helal M., Elgemeie G. and Masoud D. (2008)., Synthesis of a new series of poly functionally substituted thiazole azo dye systems for dyeing of synthetic fibres., Pigment Resin Technol., 37 (6), 402-409.
  15. Jiao G., Tao T., Shu-Jun F., Wei Y. and Wei H. (2011)., Structural investigations on four heterocyclic Disperse Red azo dyes having the same benzothiazole/azo/benzene skeleton., Dyes Pigm., 90, 65-70.
  16. Pavlovic G., Racane L., Cicak H. and Kulenovic V. (2009)., The synthesis and structural study of two benzothiazolyl azo dyes: X-ray crystallographic and computational study of azo–hydrazone tautomerism., Dyes Pigment., 83, 354–362.
  17. Faustino H., Brannigan C., Reis L. and Santos P. (2009)., Novel azobenzothiazole dyes from 2- nitrosobenzothiazoles., Dyes Pigment., 83, 88-94.
  18. Metwally M., Abdel-latif E. and Amer F. (2004)., Synthesis of new 5-thiazolyl azo-disperse dyes for dyeing polyester fabrics., Dyes Pigment., 60, 249–256.
  19. Singh K. and Taylor J. (2002)., Monoazo disperse dyes—part 1: synthesis, spectroscopic studies and technical evaluation of mono azo disperse dyes derived from 2-amino thiazoles., Dyes Pigment., 54, 189–200.
  20. Metwally M., Abdel-Galil E. and Amer F. (2012)., New azodisperse dyes with thiazole, thiophene, pyridone and pyrazolone moiety for dyeing polyester fabrics., Dyes Pigment., 92, 902–908.
  21. Abdel-Latif E., Amer F. and Metwally M. (2009)., Synthesis of 5-arylazo-2-(arylidenehydrazino)-thiazole disperse dyes for dyeing polyester fibres., Pigment Resin Technol., 38 (2), 105–110.
  22. Jae-Hong C., Sung-Hee H. and Eui-Jae J. (1999)., High fastness heterocyclic azo disperse dyes bearing ester functions., Soc. Dyers Colourists., 115(1), 32- 37.
  23. Jae-Hong S., Hong D. and Andrew J. (2000)., Structure-wet fastness relationships of some blue disperse dyes for polyester., Soc. Dyers Colourists. 116(9), (2000) 273-278.
  24. Simu G., Grad M. and Elena B. (2010)., Aggregation of two direct dye derived from 4,4’-diaminostilbene-2,2’-disulphonic acid., Spectroscopic and mathematical studies. 14th International Electronic Conference on Synthetic Organic Chemistry, Spain, 1st -30th November, 1-3.
  25. Syed M., Sim H. and Khalid A. (2009)., A simple method to screen for azo-dye-degrading bacteria., J. Environ.Bio., 30 (1), 89-92.
  26. Elisangela F. and Matthew J. (2012)., Decolorization and biodegradation of reactive sulfonated azo dyes by a newly isolated Brevibacterium sp. strain VN-15., Springer plus., 137-155.
  27. Hodnett E. and Dunn W. (1970)., Structure-antitumor activity correlation of some Schiff bases., J. Med. Chem. 13, 768-770.
  28. Sridhar S., Saravanan M. and Ramesh A. (2001)., Synthesis and antibacterial screening of hydrazones, Schiff and Mannich bases of isatin derivatives., Eur. J. Med. Chem., 36, 615–625.
  29. Collins C. (1967)., Microbiological Methods., Butterworth, London., 364.
  30. Gordon P. and Gregory P. (1983)., Organic chemistry in colour., Berlin, itd: Springer Verlag.