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Vol. 32 No. 1 (2020): Vol 32 Issue 1

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Green Synthesis and Antimicrobial Activity of Some Novel N-Arylimidazo[1,2-a]pyrazine-2-Carboxamide Derivatives

https://doi.org/10.14233/ajchem.2020.22365
Boggavarapu Jyothi
Department of Chemistry, Swarna Bharathi Institute of Science and Technology, Khammam-507002, India
https://orcid.org/0000-0002-5677-5978
Nannapaneni Madhavi
P.G. Department of Chemistry, J.K.C. College, Guntur-522006, India

Corresponding Author(s) : Nannapaneni Madhavi

madhavijkcchempg@gmail.com

Asian Journal of Chemistry, Vol. 32 No. 1 (2020): Vol 32 Issue 1

Abstract

The article deals with the synthesis of some novel N-arylimidazo[1,2-a]pyrazine-2-carboxamides (7a-l) by condensation reaction of imidazo[1,2-a]pyrazine-2-carboxylic acid (5) with different aliphatic/aromatic amines (6a-l) by using 1-methylimidazole, Mukaiyama’s reagent and 2-chloro-1-methylpyridinium iodide under microwave irradiation conditions. A new series of compounds 7 have been prepared from 2-iodopyrazine (1). Compound 1 on purged with ammonia gas in the presence of Cu2O and K2CO3 furnishes pyrazin-2-amine (2), which is treated with ethyl 3-bromo-2-oxopropanoate (3) to produce ethyl imidazo[1,2-a]pyrazine-2-carboxylate (4), which on hydrolysis with NaOH yields imidazo[1,2-a]pyrazine-2-carboxylic acid (5). The structures of the newly synthesized compounds have been elucidated on the basis of spectral (IR, 1H and 13C NMR and MS) and analytical data. Compounds 7a-l have also been screened for their antimicrobial activity. Some of the compounds exhibit promising antimicrobial activity.

Keywords

Pyrazine Imidazole Carboxamide Ionic liquid Mukaiyama’s reagent Microwave irradiation
Jyothi, B., & Madhavi, N. (2019). Green Synthesis and Antimicrobial Activity of Some Novel N-Arylimidazo[1,2-a]pyrazine-2-Carboxamide Derivatives. Asian Journal of Chemistry, 32(1), 84–90. https://doi.org/10.14233/ajchem.2020.22365
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