4532-96-1

1-isopropylimidazole (ipim) and 1-phenylimidazole (phim) are derivatives of Antimicrobially inactive imidazole. They could be used for complexation with gold(III) and corresponding complexes [AuCl3(im)], [AuCl3(ipim)] and [AuCl3(phim)] were used as model compounds for the synthesis and structural characterization of analogous gold complexes, [AuCl3(ctz)], [AuCl3(ecz)] [AuCl3(tcz)] and [AuCl3(vcz)], containing clinically used antifungal azoles, clotrimazole (ctz), econazole (ecz), tioconazole (tcz) and voriconazole (vcz)[1].

GENERAL METHOD: Imidazole (10 mmol) was dissolved in 10 mL of DMSO, followed by the addition of solid NaOH (15 mmol). The resulting light yellow suspension was stirred in air at room temperature for 1.5 hours, then 2-bromopropane (15 mmol) was added and the reaction was carried out to completion (monitored by TLC). Upon completion of the reaction, water (50 mL) was added and the product was extracted with ethyl acetate. The organic layers were combined, washed sequentially with water and brine, and dried over anhydrous Na2SO4. Finally, the product was purified by column chromatography on silica gel (100-200 mesh) using MeOH:EtOAc (5:95, v/v) as mobile phase.N-isopropylimidazole and 1-isopropylimidazole were obtained as yellow oils in isolation. The spectral data of the products were in agreement with literature reports and therefore not detailed here [30].

[1] Stevanovi?, Nevena Lj. et al. “Clinically used antifungal azoles as ligands for gold(iii) complexes: the influence of the Au(iii) ion on the antimicrobial activity of the complex?.” Dalton Transactions 13 (2022): 5322–5334.