European Journal of Chemistry

Synthesis, antimicrobial activity and absorption studies of some novel heterocyclic dyes based on 4-hexylbenzene-1,3-diol



Main Article Content

Hitendra Mangubhai Patel

Abstract

Aniline derivatives were diazotized and coupled with 3-aminocrotononitrile to give the corresponding 2-arylhydrazono-3-ketiminobutyronitriles. Cyclization of these arylhydrazono derivatives with hydrazine monohydrate afforded 5-amino-4-arylazo-3-methyl-1H-pyrazoles which were subsequently diazotized and coupled with malononitrile to yield a series of pyrazolylhydrazonomalononitriles. These compounds were then reacted with hydrazine monohydrate to provide, heterocyclic dyes, which were further diazotized and coupled with 4-hexylbenzene-1,3-diol to produce novel heterocyclic tetraazo dyes which were characterized by elemental analysis and spectral methods. The antimicrobial activity and absorption characteristics of the dyes were also examined in detail.

3_1_44_50_800


icon graph This Abstract was viewed 1549 times | icon graph Article PDF downloaded 1378 times

How to Cite
(1)
Patel, H. M. Synthesis, Antimicrobial Activity and Absorption Studies of Some Novel Heterocyclic Dyes Based on 4-Hexylbenzene-1,3-Diol. Eur. J. Chem. 2012, 3, 44-50.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. Elnagdi, M. H.; Sallam, M. M. M; Fahmy, H. M.; Ibrahim, S. A. M.; Elias, M. A. M. Helv. Chim. Acta 1976, 59(2), 551-557.
http://dx.doi.org/10.1002/hlca.19760590220

[2]. Elnagdi, M. H.; Elgemeie, G. E. H.; Abdelaal, F. A. E. Heterocycles 1985, 23(12), 3121-3153.
http://dx.doi.org/10.3987/R-1985-12-3121

[3]. Freeman, F. Synthesis-Stuttgart 1981, 12, 925-954.
http://dx.doi.org/10.1055/s-1981-29653

[4]. Tominaga, Y.; Honkawa, Y.; Hara, M.; Hosomi, A. J. Heterocycl. Chem. 1990, 27(3), 775-783.
http://dx.doi.org/10.1002/jhet.5570270355

[5]. Mohareb, R. M.; Sherif, S. M.; Gaber, H. M.; Ghabrial, S. S.; Aziz, S. I. Hetero. Chem. 2004, 15(1), 15-20.
http://dx.doi.org/10.1002/hc.10205

[6]. Hanefeld, U.; Rees, C. W.; White, A. J. P.; Williams, D. J. J. Chem. Soc. Perkin Trans. 1996, 13, 1545-1552.

[7]. Ho, Y. W. Dyes Pigm. 2005, 64(3), 223-230.
http://dx.doi.org/10.1016/j.dyepig.2004.06.007

[8]. Karcı, F.; Demirçalı, A. Dyes Pigm. 2007, 74(2), 288-297.
http://dx.doi.org/10.1016/j.dyepig.2006.02.007

[9]. Elagamey, A. G. A.; Mohamed, F.; Eltaweel, A. A. J. Prak. Chem. 1991, 333(2), 333-338.
http://dx.doi.org/10.1002/prac.19913330220

[10]. Karcı, F.; Sener, I.; Demircalı, A.; Burukoglu, N. Color. Technol. 2006, 122, 264-269.
http://dx.doi.org/10.1111/j.1478-4408.2006.00035.x

[11]. Karcı, F.; Karcı, F. Dyes Pigm. 2008, 76(1), 97-103.
http://dx.doi.org/10.1016/j.dyepig.2006.08.011

[12]. Karcı, F.; Demircalı, A.; Karcı, F.; Kara, I.; Ucun, F. J. Mol. Struct. 2009, 935(1-3), 19-26.
http://dx.doi.org/10.1016/j.molstruc.2009.06.040

[13]. Senga, K.; Novinson, T.; Springer, R. H.; Rao, R. P.; Obrian, D. E.; Robins, R. K. J. Med. Chem. 1975, 18(3), 312-314.
http://dx.doi.org/10.1021/jm00237a021
PMid:1094116

[14]. Dias, L. R. S.; Alvim, M. J.; Freitas, A. C. C.; Barreiro, E. J.; Miranda, A. L. P. Pharm. Acta Helv. 1994, 69(3), 163-169.
http://dx.doi.org/10.1016/0031-6865(94)90019-1

[15]. Lyga, J. W.; Patera, R. M.; Plummer, M. J.; Halling, B. P.; Yuhas, D. A. Pestic. Sci. 1994, 42(1), 29-36.
http://dx.doi.org/10.1002/ps.2780420106

[16]. Genin, M. J.; Biles, C.; Keiser, B. J.; Poppe, S. M.; Swaney, S. M.; Tarpley, W. G. J. Med. Chem. 2000, 43(5), 1034-1040.
http://dx.doi.org/10.1021/jm990383f
PMid:10715167

[17]. Ertan, N. Dyes Pigm. 1999, 44(1), 41-48.
http://dx.doi.org/10.1016/S0143-7208(99)00066-2

[18]. Tsai, P. C.; Wang, I. J. Dyes Pigm. 2005, 64(3), 259-264.
http://dx.doi.org/10.1016/j.dyepig.2004.05.013

[19]. Penchev, A.; Simov, D.; Gadjev, N. Dyes Pigm. 1991, 16(1), 77-81.
http://dx.doi.org/10.1016/0143-7208(91)87022-F

[20]. Sokolwska-Gajda, J. Dyes Pigm. 1991, 15(4), 239-245.
http://dx.doi.org/10.1016/0143-7208(91)80008-W

[21]. Sokolwska-Gajda, J. Dyes Pigm. 1992, 19(2), 149-156.
http://dx.doi.org/10.1016/0143-7208(92)87019-W

[22]. Yen, M. S.; Wang, I. J. Dyes Pigm. 2004, 62(2), 173-180.
http://dx.doi.org/10.1016/j.dyepig.2003.11.018

[23]. Yen, M. S.; Wang, I. J. Dyes Pigm. 2004, 63(1), 1-9.
http://dx.doi.org/10.1016/j.dyepig.2003.12.011

[24]. Desai, C. K.; Desai, K. R. High Perform. Polym. 2000, 12, 315-322.
http://dx.doi.org/10.1088/0954-0083/12/2/306

[25]. Wilkinson, S. C.; Higham, S. M.; Ingram, G. S.; Edgar, W. M. Adv. Dent. Res. 1997, 11, 515-522.
http://dx.doi.org/10.1177/08959374970110042001
PMid:9470512

[26]. Singha, K.; Singha, S.; Taylor, J. A. Dyes Pigm. 2002, 54, 189-196.
http://dx.doi.org/10.1016/S0143-7208(02)00053-0

[27]. Koneman, E. W.; Allen, S. D.; Winn, W. C. Colour atlas and textbook of diagnostic microbiology, Philadelphia, Lippincott Raven Publishers, 1997, 822-824.

[28]. Karcı, F.; Karcı, F. Dyes Pigm. 2008, 76(1), 147-157.
http://dx.doi.org/10.1016/j.dyepig.2006.07.029

[29]. Karcı, F.; Ertan, N. Dyes Pigm. 2002, 55(2-3), 99-108.
http://dx.doi.org/10.1016/S0143-7208(02)00102-X

[30]. Karcı, F. Color. Technol. 2005, 121(5), 275-280.
http://dx.doi.org/10.1111/j.1478-4408.2005.tb00286.x

[31]. Ozturk, A. Abdullah M.I. Sci. Total Environ. 2006, 358 (1-3), 137-142.
http://dx.doi.org/10.1016/j.scitotenv.2005.08.004
PMid:16165191

[32]. Liu, S.; Ma, J.; Zhao, D. Dyes Pigm. 2007, 75(2), 255-262.
http://dx.doi.org/10.1016/j.dyepig.2006.05.004

[33]. Odabasoglu, M.; Albayrak, C.; Ozkanca, R.; Akyan, F. Z.; Lonecke, P. J. Mol. Struct. 2007, 840(1-3), 71-89.
http://dx.doi.org/10.1016/j.molstruc.2006.11.025

[34]. Seferoglu, Z.; Ertan, N.; Yılmaz, E.; Uraz, G. Color. Technol. 2008, 24(1), 27-35.
http://dx.doi.org/10.1111/j.1478-4408.2007.00117.x

[35]. Liu, J.; Sun, G. Dyes Pigm. 2008, 77(2), 380-386.
http://dx.doi.org/10.1016/j.dyepig.2007.06.009

[36]. Shindy, H. A.; El-Maghraby, M. A.; Eissa, F. M. Dyes Pigm. 2006, 70(2), 110-116.
http://dx.doi.org/10.1016/j.dyepig.2005.04.003

[37]. Abd El-Aal, R. M.; Younis, M. Dyes Pigm. 2004, 60(3), 205-214.
http://dx.doi.org/10.1016/S0143-7208(03)00131-1

Most read articles by the same author(s)
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).