Novel 2-(2-furyl)imidazole derivatives were synthesised. 2-(2-Furyl)-1-methoxyimidazoles and 2-(2-furyl)-1-methylimidazole 3-oxides were used as model compounds in the study of the prototropic tautomerism of 2-(2-furyl)-1-hydroxyimidazoles by means of ¹H, ¹³C NMR and UV/vis spectroscopies. It was demonstrated that the interaction of the π-excessive furyl moiety with an electron-withdrawing carbonyl group in position 5 of imidazole stabilised the N-hydroxy tautomeric form in both deuterated chloroform and d₆-DMSO. In ethanol the N-oxide tautomer is also present along with the prevailing N-hydroxyimidazole.

中文翻译：

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2-（2-呋喃基）-1-羟基咪唑的质子互变异构体的合成及研究

合成了新型的2-（2-呋喃基）咪唑衍生物。2-（2-呋喃基）-1-甲氧基咪唑和2-（2-呋喃基-1--1-甲基咪唑）3-氧化物用作模型化合物，用于研究2-（2-呋喃基）-1-羟基咪唑的质子互变异构通过¹ H，¹³ C NMR和UV / vis光谱学。证明了π-过量的呋喃基部分与咪唑的5位上的吸电子羰基的相互作用稳定了氘代氯仿和d ₆ -DMSO中的N-羟基互变异构形式。在乙醇中，N-氧化物互变异构体也与主要的N-羟基咪唑一起存在。