5-(4-Chlorophenyl)-N,1-di-o-tolyl-1H-imidazole-2-amine

نویسندگان

چکیده

A new 2-amino imidazole derivative, 5-(4-chlorophenyl)-N,1-di-o-tolyl-1H-imidazole-2-amine (3), has been synthesized using a green approach. The reaction was conducted in ChCl (cholinium chloride)/urea eutectic mixture, which is nature-inspired and environmentally friendly medium. proposed mechanism involves the preliminary regioselective alkylation of Nsp2 guanidine (2), followed by an intramolecular condensation between carbonyl moiety secondary N′sp3. Finally, tautomerization/aromatization step furnished final product (3). Notably, (3) could be isolated high yield (91%), just filtration from DES/water mixture subsequent crystallization; remaining ChCl/urea recycled, after water removal, for four consecutive reactions without any significant drop yield. fully characterized 1H, 13C, 2D 1H-13C HSQC, HMBC NMR; FT-IR spectroscopy; EI-MS spectrometry.

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ژورنال

عنوان ژورنال: Molbank

سال: 2023

ISSN: ['1422-8599']

DOI: https://doi.org/10.3390/m1648