MICROWAVE ASSISTED SYNTHESIS AND CHARACTERIZATION OF SCHIFF BASE OF 2-AMINO BENZIMIDAZOLE
Abstract
New Schiff base (2-[(1H-benzimidazol-2-ylimino) methyl]-4,6- diiodophenol) was synthesized by the condensation of aryl/hetero aromatic aldehyde (3,5diiodosalicylaldehyde) with 2- amino benzimidazole under conventional and microwave conditions and characterized through IR, HNMR and Mass spectral data and CHN analysis.
Keywords:
Microwave assisted synthesis, Conventional, Diiodosalicyldehyde, Benzimidazoles.DOI
https://doi.org/10.25004/IJPSDR.2018.100414References
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13. Shaharyar M, Mazumder A, Salahuddin, Garg R, Pandey RD. Synthesis, characterization and pharmacological screening of novel benzimidazole derivatives, Arabian Journal of Chemistry. 2016; 9(1): S342–S347.
14. Shaker YM, Omar MA, Mahmoud K, Elhallouty SM, El-Senousy WM, Ali MM, Mahmoud AE, Abdel-Halim AH, Soliman SM, El Diwani HI. Synthesis, in vitro and in vivo antitumor and antiviral activity of novel 1-substituted benzimidazole derivatives. Journal of Enzyme Inhibition and Medicinal Chemistry. 2015; 30(5):826-845.
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25. Jayakumar R, Vadivel R, Ananthi N. Role of Chirality in Drugs. Organic & Medicinal Chem IJ. 2018; 5(3):555661.
26. Ankalgi AD, Ranawat MS. Synthesis and anti-inflammatory activity of substituted 2H-1,4-pyridoxazin-3(4H)-one derivatives. J. Chem. Pharma. Res. 2012; 4(2):1436-1440.
27. Pahlavani E, Kargar H, Rad NS. A Study on Antitubercular and Antimicrobial Activity of Isoniazid Derivative. Zahedan J Res Med Sci. 2015; 17(7):7-10.
28. Dave S, Bansal N. Analgesic and Anti-inflammatory Activities of Schiff Base Metal Complexes, a Review. International J. Basic. App. Chem. Sci. 2013; 3(1): 31-40.
29. Divar M, Yeganeh Y, Jamshidzadeh A, Heidari R, Khabnadideh S. Anticonvulsant activity of some semicarbazone and thiosemicarbazone derivatives of isatin on PTZ induced seizure. JIAPS. 2017; 2(3): 04-14.
30. Arulmurugan S, Kavitha HP, Venkatrama BR. Biological Activities of Schiff Base and its Complexes: A Review. Rasayan. J. Chem. 2010; 3(3):385-410.
31. Muzammil K, Trivedi P, Khetani DB. Synthesis and Characterization of Schiff base m-nitro aniline and their complexes. Research Journal of Chemical Sciences. 2015; 5(5):52-55.
32. Malik S, Singh A, Ahmed N. Spectral characterization and thermal behavior of Schiff base metal complex derived from 2-aminobenzimidazole. Advances in Applied Science Research. 2015; 6(8):199-204.
33. Meek DW, Drago RS, Piper TS. Spectrochemical Studies of Dimethyl Sulfoxide, Tetramethylene Sulfoxide, and Pyridine N-Oxide as Ligands with Nickel(II), Chromium(III), and Cobalt(II). Inorg. Chem. 1962; 1:285-289.
34. Pavia DL, Lampman GM, Kris GS. Introduction to Spectroscopy. Saunders Golden-Sunburst Series, USA. Harcourt Brace College Publishers, America (1996).
2. Zahmatkesh S, Hajipour AR. Microwave-assisted synthesis and characterization of some optically active poly (ester-imide) thermoplastic elastomers. e-polymers. 2009a; 068.
3. Zahmatkesh S, Hajipour AR. Microwave-assisted synthesis and characterization of optically active poly (ester-imide) s incorporating L-alanine. Amino Acids. 2010; 38:1253–1260.
4. Amari M, Fodili M, Nedjar‐Kolli B, Hoffmann AP, PÉriÉ J. Reactivity studies on 4- aminopyrones: Access to benzimidazole and benzimidazolone derivatives. J. Heterocycl. Chem. 2002; 39(4): 811-816.
5. Neil O, Smith MJ, Heckelman M. The Merck Index, 13th ed. Merck & Co Inc., pp. 1785, 10074.
6. Refaat HM. Synthesis and anticancer activity of some novel 2-substituted benzimidazole derivatives. European Journal of Medicinal Chemistry. 2010; 45(7): 2949-2956.
7. Błaszczak-Świątkiewicz K, Mikiciuk-Olasik E. Biological Evaluation of the Activity of Some Benzimidazole-4,7-dione Derivatives. Molecules. 2014; 19(10): 15361-15373.
8. Salahuddin, Shaharyar M, Mazumder A, Abdullah MM. Synthesis, characterization and antimicrobial activity of 1,3,4-oxadiazole bearing 1H-benzimidazole derivatives. Arabian Journal of Chemistry. 2017; 10(1): S503-S508.
9. Suresh S, Karthikeyan S, Saravanan P, Jayamoorthy K, Dhanalekshmi KI. Comparison of antibacterial and antifungal activity of 5-amino-2- mercapto benzimidazole and functionalized Ag3O4 nanoparticles, Karbala International Journal of Modern Science. 2016; 2(2): 129-137.
10. Padalkar VS, Borse BN, Gupta VD, Phatangare KR, Patil VS, Umape PG, Sekar UN, Synthesis and antimicrobial activity of novel 2-substituted benzimidazole, benzoxazole and benzothiazole derivatives. Arabian Journal of Chemistry. 2016; 9(2): S1125-S1130.
11. Khabnadideh S, Rezaei Z, Pakshir K, Zomorodian K, Ghafari N. Synthesis and antifungal activity of benzimidazole, benzotriazole and aminothiazole derivatives. Res Pharm Sci. 2012; 7(2): 65–72.
12. Mariappan G, Hazarika R, Alam F, Karki R, Patangia U, Nath S. Synthesis and biological evaluation of 2-substituted benzimidazole derivatives. Arabian Journal of Chemistry. 2015; 8(5): 715–719.
13. Shaharyar M, Mazumder A, Salahuddin, Garg R, Pandey RD. Synthesis, characterization and pharmacological screening of novel benzimidazole derivatives, Arabian Journal of Chemistry. 2016; 9(1): S342–S347.
14. Shaker YM, Omar MA, Mahmoud K, Elhallouty SM, El-Senousy WM, Ali MM, Mahmoud AE, Abdel-Halim AH, Soliman SM, El Diwani HI. Synthesis, in vitro and in vivo antitumor and antiviral activity of novel 1-substituted benzimidazole derivatives. Journal of Enzyme Inhibition and Medicinal Chemistry. 2015; 30(5):826-845.
15. Sharma D, Narasimhan B, Kumar P, Judge V, Narang R, Clercq ED, Balzarini J. Synthesis, antimicrobial and antiviral activity of substituted benzimidazoles. Journal of Enzyme Inhibition and Medicinal Chemistry. 2009; 24(5): 1161-1168.
16. Tonelli M, Paglietti G, Boido V, Sparatore F, Marongiu F, Marongiu E, La Colla P, Loddo R. Antiviral activity of benzimidazole derivatives. I. Antiviral activity of 1-substituted-2-[(benzotriazol-1/2-yl)methyl]benzimidazoles. Chem Biodivers. 2008; 5(11):2386-401.
17. Jat RK, Jat JL, Pathak DP. Synthesis of Benzimidazole Derivatives: As Anti-Hypertensive Agents. E-Journal of Chemistry. 2006; 3(4): 278-285.
18. Gardiner JM, Loyns CR, Burke A, Khan A, Mahmood N. Synthesis and HIV-1 inhibition of novel benzimidazole derivatives. Bioorganic & Medicinal Chemistry Letters. 1995; 5(12):1251-1254.
19. Evans TM, Gardiner JM, Mahmood N, Smis M. Structure-activity relationships of anti-HIV-1 N-alkoxy- and N-allyloxy-benzimidazoles, Bioorganic & Medicinal Chemistry Letters. 1997; 7(4): 409-412.
20. Yadev G, Mani JV. Green Synthesis of Schiff Bases by Using Natural Acid Catalysts. Int. J. Sci. Res. 2015; 4(2):121-127.
21. Osowole AA, Ingo O, Ogunlana OA. Synthesis, Spectroscopic, Anticancer, and Antimicrobial Properties of Some Metal(II) Complexes of (Substituted) Nitrophenol Schiff Base. Int. J. Inorg. Chem. 2012; 1-6.
22. Prakash A, Adhikari D. Application of Schiff bases and their metal complexes-A Review. Int. J. ChemTech Res. 2011; 3(4):1891-1896.
23. Kiruthikajothi K, Chandramohan G. Synthesis and evaluation of insecticide efficiency of copper complexes against eriophyid mite, Aceria guerreronis. Int. J. Curr. Microbiol. App. Sci. 2013; 2(12): 24-28.
24. Kumar J, Rai A, Raj V. A Comprehensive Review on the Pharmacological Activity of Schiff Base Containing Derivatives. Organic & Medicinal Chem IJ. 2017; 1(3): 555564.
25. Jayakumar R, Vadivel R, Ananthi N. Role of Chirality in Drugs. Organic & Medicinal Chem IJ. 2018; 5(3):555661.
26. Ankalgi AD, Ranawat MS. Synthesis and anti-inflammatory activity of substituted 2H-1,4-pyridoxazin-3(4H)-one derivatives. J. Chem. Pharma. Res. 2012; 4(2):1436-1440.
27. Pahlavani E, Kargar H, Rad NS. A Study on Antitubercular and Antimicrobial Activity of Isoniazid Derivative. Zahedan J Res Med Sci. 2015; 17(7):7-10.
28. Dave S, Bansal N. Analgesic and Anti-inflammatory Activities of Schiff Base Metal Complexes, a Review. International J. Basic. App. Chem. Sci. 2013; 3(1): 31-40.
29. Divar M, Yeganeh Y, Jamshidzadeh A, Heidari R, Khabnadideh S. Anticonvulsant activity of some semicarbazone and thiosemicarbazone derivatives of isatin on PTZ induced seizure. JIAPS. 2017; 2(3): 04-14.
30. Arulmurugan S, Kavitha HP, Venkatrama BR. Biological Activities of Schiff Base and its Complexes: A Review. Rasayan. J. Chem. 2010; 3(3):385-410.
31. Muzammil K, Trivedi P, Khetani DB. Synthesis and Characterization of Schiff base m-nitro aniline and their complexes. Research Journal of Chemical Sciences. 2015; 5(5):52-55.
32. Malik S, Singh A, Ahmed N. Spectral characterization and thermal behavior of Schiff base metal complex derived from 2-aminobenzimidazole. Advances in Applied Science Research. 2015; 6(8):199-204.
33. Meek DW, Drago RS, Piper TS. Spectrochemical Studies of Dimethyl Sulfoxide, Tetramethylene Sulfoxide, and Pyridine N-Oxide as Ligands with Nickel(II), Chromium(III), and Cobalt(II). Inorg. Chem. 1962; 1:285-289.
34. Pavia DL, Lampman GM, Kris GS. Introduction to Spectroscopy. Saunders Golden-Sunburst Series, USA. Harcourt Brace College Publishers, America (1996).
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01-07-2018
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“MICROWAVE ASSISTED SYNTHESIS AND CHARACTERIZATION OF SCHIFF BASE OF 2-AMINO BENZIMIDAZOLE”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 10, no. 4, July 2018, pp. 293-6, https://doi.org/10.25004/IJPSDR.2018.100414.
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How to Cite
“MICROWAVE ASSISTED SYNTHESIS AND CHARACTERIZATION OF SCHIFF BASE OF 2-AMINO BENZIMIDAZOLE”. International Journal of Pharmaceutical Sciences and Drug Research, vol. 10, no. 4, July 2018, pp. 293-6, https://doi.org/10.25004/IJPSDR.2018.100414.
