Synthesis and Characterization of Novel Pyrimido [1,2-a] benzimidazole and its Derivatives


  • Fadhel R. Hafedh Department of Chemistry, College of Science, Mustansiriyah University, Baghdad, IRAQ.
  • Hamid H. Mohammed Department of Chemistry, College of Science, Mustansiriyah University, Baghdad, IRAQ
  • Zainab N. Mageed Unit of Research Polymer, College of Science, Mustansiriyah University, Baghdad, IRAQ.



pyrmidines, benzimidazole


A few pyrimido[1,2-a] benzimidazole derivatives had been synthesized, derived from 4-amino-2-(4-chloro or bromophenyl) -1,2-dihydropyrimido[1,2-a] benzimidazole-3-carbonitrile (4 or 5) is made through one pot three components condensation reaction of 1H-benzimidazol-2-amine (1) with p-chloro or bromobenzaldehyde (2) and malononitrile (3). First part of these derivatives prepared by reaction compound (4 or 5) with acetic acid or propionic acid in presence POCl3 to give pyrmidino rings (6-9). Second part of derivatives were prepared by reaction compound (4 or 5) with benzoyl chloride or phenylisothiocyanate or cyclohexanone to give cyclic compounds (10-15) respectively. All these derivatives characterized by FT-IR and HNMR spectroscopy analysis in addition to physical properties.


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Marquais-Bienewald S., Holzol W., A. Preuss, and Mehlin A., "Use of substituted 2,4-bis (alkylamino) pyrimidines," U.S. Patent, 0188453 A1, 2006.

De Jonghe, S.; Gao, L.-J.; Herdewijn, P.; Herman, J.; Jang, M.; Leyssen, P.; Louat, T.; Neyts, J.; Pannecouque, C.; Vanderhoydonck, B. Preparation of Bicyclic Heterocycles as Antiviral Agents. WO Patent WO2011147753A1, 2011.

Basavaraja H. S., Sreenivasa G. M., and Jayachandran E., "Synthesis and biological activity of novel pyrimidino imidazolines," Indian Journal of Heterocyclic Chemistry, 2005, vol. 15, p. 69.

Gorlitzer, K., Herbig, S, Walter, R.D. Pharmazie 1997, 52, 670

M ˛aczy 'nski, M.; Artym, J.; Koci ˛eba, M.;

Kochanowska, I.; Ryng, S.; Zimecki, M. Anti-inflammatory properties of an isoxazole derivative-MZO-2. Pharmacol. Rep. 2016, 68, 894-902.

CrossRef | PubMed

F. Xie, H. Zhao, L. Zhao, L. Lou, and Y. Hu, "Synthesis and biological evaluation of novel 2,4,5-substituted pyrimidine derivatives for anticancer activity," Bioorganic and Medicinal Chemistry Letters, vol. 19, no. 1, pp. 275-278, 2009.

CrossRef | PubMed

Fujiwara, N., Nakajima, T., Ueda, Y., Fujita, H., Kawakami, H. Bioorg. Med. Chem. 2008, 16, 9804.

CrossRef | PubMed

Gaurav Joshi, Himanshu Nayyar, Jimi Marin Alex, Gajendra S Vishwakarma, Sunil Mittal and Raj Kumar, Pyrimidine-fused Derivatives: Synthetic Strategies and Medicinal Attributes, Curr Top Med Chem , 2016,16(28),3175-3210.

CrossRef | PubMed

Shuai Wang , Xiao-Han Yuan , Sai-Qi Wang , Wen Zhao , Xiao-Bing Chen , Bin Yu, FDA-approved pyrimidine-fused bicyclic heterocycles for cancer therapy: Synthesis and clinical application, Eur J Med Chem, 2021, 214,113218.

CrossRef | PubMed

Safinaz E-S Abbas, Riham F George, Synthesis and anticancer activity of some pyrido[2,3-d]pyrimidine derivatives as apoptosis inducers and cyclin-dependent kinase inhibitors, Future Med. Chem. (2019) 11(18), 2395-2414.

CrossRef | PubMed

Baraldi P.G., Pavani M.G., and Nunez M., Antimicrobial and antitumor activity of N-heteroimine-1,2,3-dithiazoles and their transformation in triazolo- imidazo- and pyrazolopyrimidines, Bioorg Med Chem, 2002, 10, pp. 449-456.

Kumar A., Sinha S., and Chauhan P.M., Synthesis of novel antimycobacterial combinatorial libraries of structurally diverse substituted pyrimidines by three-component solid phase reactions Bioorg Med Chem Lett, 2012,12, pp. 667-669.


Sondhi S.M., Johar M., and Rajvanshi S., Anticancer, anti-inflammatory and analgesic activity evaluation of heterocyclic compounds synthesized by the reaction of 4-isothiocyanato-4-methylpentan-2-one with substituted o-phenylenediamines, o-diaminopyridine and (un)substituted o-diamino pyrimidines, Aust J Chem, 2001,54, pp. 69-74.


Nasr M.N., and Gineinah M.M., Pyrido [2,3-d]pyrimidines and pyrimido [5′,4′:5,6]pyrido[2,3-d]pyrimidines as new antiviral agents: synthesis and biological activity, Arch Pharm, 2002,335, pp. 289-295.


Kumar N., Singh G., and Yadav A.K., Synthesis of some new pyrido[2,3-d]pyrimidines and their ribofuranosides as possible antimicrobial agents, Heteroat Chem, 2001,12, pp. 52-56.


Gangjee A., Vidwans A., Elzein E., McGuire J.J., Queener S.F., and Kisliuk R.L., Synthesis, antifolate and antitumor activities of classical and nonclassical 2-amino-4-oxo-5- substituted-pyrrolo[2,3-d]pyrimidines, J Med Chem, 2001,44, pp. 1993-2003.

CrossRef | PubMed

Harshalata D., Dhongade hj, and Kavita C., pharmacological potentials of pyrimidine derivative: a review, asian j pharm clin res, 2015, 8( 4), 171-177.

Hassan S., Fahimeh H., Chemoselective Synthesis of 4-Oxo-2-aryl-4,10-dihydropyrimido [1,2-a][1,3]benzimidazol-3-yl Cyanides via [3þ3] Atom Combination of 2-Aminobenzimidazole with Ethyl-a-Cyanocinnamoates, journal of Heterocyclic chemistry, Volume 48, Issue4 July 2011, Pages 915-920.


Mohammed H. Abed Al Nabi, Hamid H. M., Ahmed M.Abdellah, Zainab N. M. and Ghazwan A. S., Synthesis and Biological Evaluation of Fused Pyrrolo - Pyrano - Pyrmidine and Pyrrolo - Pyrano - Pyridine Derivatives, Journal of Pharmaceutical Sciences and Research (JPSR), 2019, vol. 11 (4), 1589-1594.


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Original Article

How to Cite

F. R. . Hafedh, H. H. Mohammed, and Z. N. . Mageed, “Synthesis and Characterization of Novel Pyrimido [1,2-a] benzimidazole and its Derivatives”, Al-Mustansiriyah Journal of Science, vol. 33, no. 1, pp. 15–20, Mar. 2022, doi: 10.23851/mjs.v33i1.1020.