Synthesis and Characterization of 4-chloro-N'-2-(3,3-dimethyl-1,3-dihydro-2H-benzo[f]indol-2-ylidene)-3-oxopropylidene) benzohydrazonamide and 3-(4-chlorophenyl)-1H-1,2,4-triazole

Authors

  • Zahra Ali Nasir
  • Luma Salman Abd

DOI:

https://doi.org/10.24237/ASJ.01.04.681B

Keywords:

Heterocyclic, Indole, Schiff bases, Vilsmeier-Haack.

Abstract

Six derivatives of 4-Chlorobenzohydrazonamide have been successfully synthesized. The synthesis pathway was divided in two parts, the first part including synthesis of two starting materials 4-Chlorobenzohydrazonamide (3) and 2-(3,3-dimethyl-1,3-dihydro-2H-benzo[f]indol-2-ylidene) malonaldehyde (4). The second part is the synthesis of of indole Schiff base (4) and 3-(4-chlorophenyl)-1H-1,2,4-triazole (6) from (3). The structures of these compounds were characterized by their spectroscopic techniques such as, FT-IR, 1HNMR and 13CNMR.

References

J. L. Kgokong, P. P. Smith, G. M. Matsabisa, Bioorganic & Medicinal Chemistry, 13(8), 2935-2942(2005)

M. Niemyjska, D. Maciejewska, I. Wolska, P. Truszkowski, Journal of Molecular Structure, 1026, 30-35(2012)‏

A. R. Farghaly, Arkivoc, 11, 177-187(2010( ‏

M. Giampieri, A. Balbi, M. Mazzei, P. La Colla, C. Ibba, R. Loddo, Antiviral research, 83(2), 179-185(2009)

J. I. Andrés-Gil, J. M. Bartolomé-Nebreda, M. J. Alcázar-Vaca, M. de las Mercedes Garcia-Martin, A. A. H. P. Megens, U.S. Patent No. 7,635,696. Washington, DC: U.S. Patent and Trademark Office, (2009)‏

N. Sedlácková, V. Ponechalová, E. Ujházy, M. Dubovický, M. Mach, Interdisciplinary toxicology, 4(4), 211(2011)

L. F. C. da Costa Leite, R. H. V. Mourão, M. D. C. A. de Lima, S. L. Galdino, M. Z. Hernandes, F. D. A. R. Neves, I. da Rocha Pitta, European journal of medicinal chemistry, 42(10), 1263-1271(2007(

M. Sayed, A. M. Kamal El-Dean, M. Ahmed, R. Hassanien, Synthetic Communications, 48(4), 413-421(2018(

Z. Hussain, E. Yousif, A. Ahmed, A. Altaie, Organic and medicinal chemistry letters, 4(1), 1(2014)

R. Mohapatra, M. El-Ajaily, A. Maihub, U. Mahanta, G. Badhei, P. Das, Rasayan Journal of Chemistry, 11(1), 166-174(2018)

M. Cacic, M. Trkovnik, F. Cacic, E. Has-Schon, Molecules (Basel, Switzerland), 11(2), 134–147(2006)

P. M. Ronad, M. N. Noolvi, V. S. Maddi, European journal of medicinal chemistry, 45(1), 85–89(2010)

P. F. Lamie, W. A. Ali, V. Bazgier, L. Rárová, European journal of medicinal chemistry, 123, 803-813(2016)

S. Kumar, D. N. Dhar, P. N. Saxena, Journal of Scientific and Industrial Research, 68(03), 181-187(2009)

D. Sinha, A. K. Tiwari, S. Singh, G. Shukla, P. Mishra, H. Chandra, A. K. Mishra, European journal of medicinal chemistry, 43(1), 160-165(2008)

A. R. Saundane, K. N. Mathada, Monatshefte für Chemie-Chemical Monthly, 146(10), 1751-1761(2015)

Paul, S., Gupta, M., & Gupta, R. (2000) Synlett, 2000(08), 1115-1118.

B. Gangadasu, P. Narender, S. B. Kumar, M. Ravinder, B. A. Rao, C. Ramesh, V. J. Rao, Tetrahedron, 62(35), 8398-8403(2006)

H. A. Rothan, E. Amini, F. L. Faraj, M. Golpich, T. Teoh, K. Gholami, R. Yusof, Scientific Reports, 7(1) , 45540-45550(2017)

Downloads

Published

2023-10-01

How to Cite

Ali Nasir, Z. ., & Salman Abd, L. . (2023). Synthesis and Characterization of 4-chloro-N’-2-(3,3-dimethyl-1,3-dihydro-2H-benzo[f]indol-2-ylidene)-3-oxopropylidene) benzohydrazonamide and 3-(4-chlorophenyl)-1H-1,2,4-triazole. Academic Science Journal, 1(4), 397–410. https://doi.org/10.24237/ASJ.01.04.681B

Issue

Section

Articles