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Regioselective synthesis of 1-alkyl-4-nitro-1H-imidazole using 2-methyl-5-nitroimidazole and 4 nitroimidazole as starting reagents | Abstract

Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

ISSN: 0975-413X

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Abstract

Regioselective synthesis of 1-alkyl-4-nitro-1H-imidazole using 2-methyl-5-nitroimidazole and 4 nitroimidazole as starting reagents

Author(s): Yassine Hakmaoui*, Fatima Asserne, Abderrahim El Haib, Rahhal El Ajlaoui, Said Abouricha and El Mostapha Rakib

In this work, we were able to achieve a total regioselectivity for the alkylation in the N1 position of 2-methyl-5-nitro-1H-imidazole and in the N1 position of 4-nitro-1H-imidazole; it was carried out in different operating condition (base, solvent, temperature…) with different alkylating agents. The structures of the products obtained, they are established by 1H and 13C NMR spectroscopy. In parallel, a computational study it was carried out in accordance with the experimental results obtained (scheme 1).

derpharmachemica-Scheme

Scheme 1


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