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Syntheses and Characterizations of Some New N-alkyl, Isoxazole and Dioxazole Derivatives of 5-Chloroisatin
( Vol-3,Issue-8,August 2017 )


Z. Tribak, M.K. Skalli, O. Senhaji, Y. Kandri. Rodi


1, 3-dipolar cycloaddition, 4-Chlorobenzaldoxime N-alkylation, <sup>1</sup>H NMR, <sup>13</sup>C NMR


N-alkyl and cycloadducts derivatives of 5-Chloroisatin were synthesized in good to excellent yields. The method evidences a selective N-alkylation when using 1,2-bis (2-chloroethoxy) ethane as efficient spacer at room temperature on the 5-Chloroisatin moiety. A general method for the 1,3-dipolar cycloaddition of 4-Chlorobenzaldoxime to alkynes provides a useful alternative route to get newisoxazole et dioxazole derivatives.

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[1] Tribak, Z.; Skalli, M. K.; Senhaji, O. ;KandriRodi. Y. ; DFT Study and Synthesis of New 1, 2, 3-triazoles Obtained by 1, 3-Dipolar Cycloaddition Derived from 5-chloro-1-(prop-2-yn-1-yl)indoline-2, 3-dione. Int.J.Sci. Res, 2017,6, 1069-1074.
[2] Tribak Z.; Ghibate, R.; Skalli M. K.; KandriRodi, Y.; Senhaji, O.; Experimental and Theoretical Study for Corrosion Inhibition in 1M HCl Solution by New 5-Chloroisatin Derivative Inter. J. Sci. Tech. Eng.2016, 3,257- 262.
[3] Tribak, Z.;Haoudi, A.; KandriRodi, Y.; Elmsellem, H.; Skalli, M. K.; Ouzidan, Y.; Mazzah, A.; Essassi, E.M.; Synthesis and reactivity of new heterocyclic systems derived from 5-chloro-1H-indole-2,3-dione. Mor. J. Chem. 2016, 4(4), 1157-1163
[4] Misra, R.N. Rawlins, D.B. Xiao, H. Shan, W. Bursuker, I. Kellar, K.A. Mulheron, J.G. Sack, J.S. Tokarski, J.S. Kimball, S.D. Webster, K.R. 1H-Pyrazolo[3,4-b]pyridine inhibitors of cyclin-dependent kinases, Bioorg. Med. Chem. Lett. 2003, 13, 1133-1136.
[5] Srivastava A, Pandeya SN: “Indole” a versatile nucleus in the pharmaceutical field. Int J Curr Pharm Rev Res,2011, 1, 1–17.
[6] Meijer, L. Flajolet, M. Greengard, P. Pharmacological inhibitors of glycogen synthase kinase 3, Trends in Pharm. Sci. 2004, 25, 471-480.
[7] Foks, H. Pancechowska-Ksepko, D..Kvdzia, A Zwolska, Z. Janowiec, M. Augustynowicz-Kopec, E. Synthesis and antibacterial activity of 1H-pyrazolo[3,4-b]pyrazine and -pyridine derivatives, Il Farmaco 60 (2005) 513-517.
[8] Goda, F.E. Abdel-Aziz, A.A.M. Attef, O.A. Synthesis, antimicrobial activity andconformational analysis of novel substituted pyridines: BF3-promoted reaction ofhydrazine with 2-alkoxy pyridines, Bioorg. Med. Chem. 2004, 12, 1845-1852.
[9] Kundariya, D.S. Bheshdadia, B.M. .Joshi, N.K. Patel, P.K. Synthesis, characterization and pharmacological evaluation of some novel Schiff bases containing 1H-pyrazolo[3,4-b]pyridine moiety, Int. J. Chem. Tech. Res. 2011, 3, 238-243.
[10] Kini, S.; Swain, S.; Gandhi, A. Synthesis and Evaluation of novel BenzothiazoleDerivatesagainst Human Cervical Cancer cell lines. Ind. J. Pharm. Sci. 2007, 46–50.
[11] Wang, M.; Gao, M.; Mock, B.; Miller, K; Sledge, G.; Hutchins, G.; Zheng, Q Synthesis of C-11 labelled fluorinated 2-arylbenzothiazoles as novel potential PET cancer imaging agent. Bioorg. Med. Chem.2006, 14, 8599–8607.
[12] Pakravan, P., Kashanian S., Khodaei, M.M., Harding, F.J.; Biochemical and pharmacological characterization of isatin and its derivatives: from structure to activity, Pharmacol. Rep, 2013; 65(2), 313-335.
[13] Sriram, D., Bal, T.R., Yogeeswari, P., Synthesis, antiviral and antibacterial activities of isatinmannich bases, Med. Chem. Res, 2005; 14(4), 211- 228.
[14] Mondal, P., Banerjee, M., Jana, S., Bose, A., Synthesis and evaluation of 1,3 Di-substituted schiff, mannich bases and spiroisatin derivatives, J. Young Pharm, 2010; 2(2), 169-172.
[15] Wakchaure, N.D., Shejwal, S.S., Deshmukh, V.K, Chaudhari, S.R, Review on Common Methods to Synthesize Substituted1H-Indole-2, 3-Dione (Isatin) Derivatives and Their Medicinal Significance, American J. PharmTech Res2012; 2(4): 288-310.
[16] Malawska, B., New Anticonvulsant Agents, Curr. Top. Med. Chem, 2005; 5(1): 69-85.
[17] Pandeya, S.N, Sriram, D., Yogeeswari, P., Stables, J.P., Anticonvulsant and neurotoxicity evaluation of 5-(un)-substituted isatinimino derivatives, Pharmazie, 2001; 56(11), 875-876
[18] Tribak, Z.; Haoudi, A.; Skalli, M.K.; KandriRodi, Y.; El Azzouzi, M.; Aouniti, A.; Hammouti, B. Senhaji, O. 5-Chloro-1H-indole-2,3-dione derivative as corrosion inhibitor for mild steel in 1M H3PO4: weight loss, electrochemical and SEM studies.J. Mater. Environ.Sci. 2017, 8 (1), 298-309.
[19] Tribak, Z.;KandriRodi, Y.; Elmsellem, H.; Abdel-Rahman, I.; Haoudi, A.; Skalli, M. K..; Kadmi, Y.; Hammouti, B.; Ali Shariati, M.; Essassi, E. M. 5-chloro-1-octylindoline-2,3-dione as a new corrosion inhibitor for mild steel in hydrochloric acid solution J. Mater. Environ. Sci.2017, 8 (3) 1116-1127.
[20] Tribak,Zineb.; KandriRodi, Youssef.; Haoudi, Amal.; Essassi, El Mokhtar.; Capet Frédéric.; Zouihri, Hafid1-Benzyl-5-chloroindoline-2,3-dione. IUCrData. 2016, 1(6) 1, x160854.
[21] Tribak,Zineb.; KandriRodi, Youssef.; Haoudi, Amal.; Essassi, El Mokhtar.; Capet Frédéric.; Zouihri, Hafid,1-(12-Bromododecyl)-5-chloroindoline-2,3-dione. IUCrData1(6) (2016). 1, x160971.
[22] Tribak,Zineb. ; KandriRodi, Youssef. ; Haoudi, Amal.;Essassi, El Mokhtar. ; Capet Frédéric.; Zouihri, Hafid, 1-Allyl-5-chloroindoline-2,3-dione.IUCrData.2016, 1(6), 1, x160862.
[23] Tribak,Zineb. ; KandriRodi, Youssef. ; Haoudi, Amal.;Essassi, El Mokhtar. ; Capet Frédéric.; Zouihri, Hafid, 5-Chloro-1-methylindoline-2,3-dione, IUCrData. 2016, 1(6), 1, x160913
[24] Tribak, Z. El Amin, O. Skalli, M.K. Senhaji, O. Kandri. Rodi, Y. Houssaini. Iraqui, M. N-alkylation methods, Characterization and Evaluation of antibacterial activity of some Novel 5-Chloroisatin Derivatives Int. J. Eng Res Appl..2017, 7(6)21-24
[25] Tribak, Z.; El Amin, O.; Skalli, M.K.; Senhaji, O. ; Kandri. Rodi, Y.; Houssaini. Iraqui, M. ; Synthesis, Characterization, and Antibacterial Activity of Some Novel 5-Chloroisatin Derivatives Int. J. Eng Res Appl. 2017, 7(6), 66-70.
[26] Tribak, Z. ; KandriRodi, Y.; Haoudi, A.; Skalli, M.K.; Mazzah, A. ; Akhazzane, M. ; Essassi, E.M. ; Cycloaddition 1,3-dipolaire des dérives de la 5-chloro-1H-indole-2,3 dione: vers de nouvelles isoxazolines et spirodioxazolines J. Mar. Chim. Heterocycl, 2016, 16(1), 58-65.
[27] Tribak, Z. Ghibate, R. Skalli, M.K. KandriRodi, Y. Mrani, D. Aouniti, A. Hammouti, B. Senhaji, O Synthesis and Characterization of a New Cationic Surfactant Derived from 5-Chloro-1H-indole-2,3-dione In Aqueous Systems, Int. J. Eng Res Appl. 2017, 7 (4), 04-08.