Microwave-assisted synthesis of N-alkylated benzotriazole derivatives:antimicrobial studies

Nanjunda Swamy, S. and Basappa and Sarala, G. and Priya, B. S. and Gaonkar, Santosh L. and Shashidhara Prasad, J. and Rangappa, K. S. (2006) Microwave-assisted synthesis of N-alkylated benzotriazole derivatives:antimicrobial studies. Bioorganic & Medicinal Chemistry Letters, 16 (4). 999 - 1004. ISSN 1464-3405

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Official URL: https://doi.org/10.1016/j.bmcl.2005.10.084


Synthesis and characterization of N-alkylated benzotriazole derivatives 2(a-g) bearing pharmaceutically important bioactive substituents and their antimicrobial studies in vitro are described. The syntheses of the compounds were achieved by N-alkylation of the benzotriazole with different bioactive alkyl halides in presence of powdered K2CO3 in DMF solution and by microwave irradiation method with good yield compared to conventional method. The crystal structure analysis shows that compound 4′-benzotriazol-1-yl-methyl-biphenyl-2-carbonitrile 2a crystallizes in the space group P1 with cell parameters a=8.526 (3) Å, b=12.706 (3) Å, c=7.966 (2) Å, ?=100.89 (2)°, β=101.63 (3)°, γ = 102.20(2)°, Volume=801.7(4) Å°, Z=2 and the final R factor is 0.0559 for 6130 reflections with 218 parameters and zero restraint. This structure exhibits intermolecular hydrogen bonding. Compounds 2e, 2a showed significant antimicrobial activity.

Item Type: Article
Uncontrolled Keywords: Benzotriazole, N-alkylation, Antimicrobials, Crystal structure
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: LA manjunath user
Date Deposited: 27 Aug 2019 10:57
Last Modified: 18 Jul 2022 10:24
URI: http://eprints.uni-mysore.ac.in/id/eprint/7162

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