Hydrolysis of 1,2-disubstituted imidazolines in aqueous media

Bondareva, S. O.; Lisitskii, V. V.; Yakovtseva, N. I.; Murinov, Yu. I.

doi:10.1023/b:rucb.0000037846.18796.e8

Cited by 19 publications

(15 citation statements)

References 1 publication

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“…Butler et al [8] reported the conversion of fatty unsaturated imidazolines to amides precursors at room temperature conditions over 2 to 9 days. However, Bondareva et al [9] studied the kinetics of hydrolysis of imidazolines (aX 2.0-12.5, = 70-90 ∘ b), and their results showed that the hydrolysis occurred at basic pH but at acid aX (<6) it was not observed. Presumably, the stability of the imidazoline can be related to protonation at the tertiary N atom in the imidazoline ring; this positive charge on the N atom prevents hydrolysis.…”

Section: Introductionmentioning

confidence: 99%

Effect of the Unsaturation of the Hydrocarbon Chain of Fatty-Amides on theCO2Corrosion of Carbon Steel Using EIS and Real-Time Corrosion Measurement

Porcayo-Calderón

Regla

Vázquez‐Vélez

et al. 2015

Journal of Spectroscopy

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Fatty-amide derivatives were evaluated to study the effect of the double bonds into the hydrocarbon chain (C18) on the corrosion behavior of carbon steel. Electrochemical impedance spectroscopy (EIS) and real-time corrosion measurements were used to evaluate the inhibition mechanism of the fatty-amides on carbon steel in CO2-saturated (3% NaCl + 10% diesel) emulsion at 50°C. EIS results demonstrated that the unsaturation present into the hydrocarbon chain contributes to the efficiency of fatty-amides, because they can be adsorbed on the metal surface by a flat-adsorption process reducing the presence of active sites and blocking the corrosion process and preventing the diffusion of corrosive species, such as H2O, H+, Cl−, andHCO3-. Real-time corrosion measurements also indicated that the effectiveness of the inhibitors is dependent on the unsaturation into the hydrocarbon chain, being also a good technique to determine the stability of the adsorption process of the inhibitors.

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Section: Introductionmentioning

confidence: 99%

Effect of the Unsaturation of the Hydrocarbon Chain of Fatty-Amides on theCO2Corrosion of Carbon Steel Using EIS and Real-Time Corrosion Measurement

Porcayo-Calderón

Regla

Vázquez‐Vélez

et al. 2015

Journal of Spectroscopy

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“…This conclusion was justified by the easy opening of the imidazoline ring in the reaction where hydrolysis product 8 was obtained by heating the starting compound for 5 h under the reaction conditions without a reducing agent (Scheme ).…”

Section: Resultsmentioning

confidence: 99%

Recyclization‐Isomerization in the Reduction of 1‐(2‐Nitro(het)aryl)benzimidazoles

2020

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The regularities of reductive recyclization‐isomerization of 1‐(2‐nitro(het)aryl)‐substituted benzimidazoles discovered by the authors have been studied. The structure of the intermediate has been identified and the isomerization process has been found to be reversible. The shift of equilibrium between the resulting isomers is affected by the reaction temperature and time, the amount of hydrogen chloride in the reaction mixture and the substrate structure. According to the suggested reaction mechanism, the amino group formed upon reduction reacts with the electron‐deficient α‐carbon atom in an imidazole by an AdN reaction. Based on these studies, a method for the functionalization of benzimidazoles has been developed. This young methodology has been used to synthesize hitherto unknown benzimidazole derivatives that are difficult to obtain by other methods.

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“…Kuehr and Nunez (2007) studied the abatement of IMI from wastewater streams by heterogeneous photocatalysis with titanium dioxide as a catalyst, using simulated solar irradiation at pH 8. Several kinetic studies of the degradation of nitrogenous organic compounds at hydrothermal conditions have been reported in the literature, including the degradation of substituted imidazoles (Aymonier et al, 2000; Bondareva et al, 2004; Pal et al, 2004). Nevertheless, no previous degradation studies with pure IMI have been found in the literature.…”

Section: Resultsmentioning

confidence: 99%

“…Results with no acid present, also included in this figure, indicate the absence of any catalytic activity by the reactor Hastelloy C‐276 surface. According to some authors (Lesutis et al, 1999; Taylor et al, 2002; Bondareva et al, 2004), hydrolysis reactions are catalysed in acidic media. In the current study, this was accomplished by adding 5% in volume of Hydrochloric acid (HyAc) to the initial organic solutions.…”

Section: Resultsmentioning

confidence: 99%

Hydrolysis of imidazole and 2‐chloropyridine under subcritical and supercritical water conditions

et al. 2012

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Imidazole and 2-chloropyridine were used as model molecules to investigate the acid hydrolysis kinetics of agrochemicals in high-temperature water in a batch reactor system at 28 MPa. Pseudo-first-order hydrolysis reaction rate constants for the acid hydrolysis of Imidazole and 2-chloropyridine were determined in the temperature ranges 200-600 and 400-575 • C, respectively, at 28 MPa. Rate constants for both compounds increased with temperature with a local maximum observed at around 400 • C due to changes in the physical properties of the solvent. Imidazole and 2-chloropyridine conversions of 0.95 and 0.99999 were respectively attained at the highest temperature after 30 min of reaction.

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Hydrolysis of 1,2-disubstituted imidazolines in aqueous media

Cited by 19 publications

References 1 publication

Effect of the Unsaturation of the Hydrocarbon Chain of Fatty-Amides on theCO2Corrosion of Carbon Steel Using EIS and Real-Time Corrosion Measurement

Effect of the Unsaturation of the Hydrocarbon Chain of Fatty-Amides on theCO2Corrosion of Carbon Steel Using EIS and Real-Time Corrosion Measurement

Recyclization‐Isomerization in the Reduction of 1‐(2‐Nitro(het)aryl)benzimidazoles

Hydrolysis of imidazole and 2‐chloropyridine under subcritical and supercritical water conditions

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