Abstract
In alkaline medium, the kinetics of oxidation of two substituted benzazolylformamidines, namely N, N-dimethyl-N’-(1H-benzimidazol-2-yl) formamidine (BIF) and N, N-dimethyl-N’-(benzthiazol-2-yl) formamidine (BTF) by permanganate ion has been studied spectrophotometrically at a constant ionic strength of 0.1 mol dm-3 and at 25°C. The reactions exhibited first order kinetics with respect to [permanganate]. Fractional-first order dependences of both reactions on [reductants] and [alkali] were revealed. Increasing either ionic strength or solvent polarity of the medium had no significant effect on the rates. The final oxidation products of BIF and BTF were identified as 2-aminobenzimidazole and 2-aminobenzthiazole, respectively, in addition to dimethylamine and carbon dioxide. Under comparable experimental conditions, the oxidation rate of BIF was higher than that of BTF. The reaction mechanism adequately describing the kinetic results was proposed, and the reaction constants involved in the different steps of the mechanism have been evaluated. The activation parameters with respect to the rate-limiting step of the reactions, along with thermodynamic quantities were computed and discussed.
Highlights
Benzimidazole is a dicyclic compound having imidazole ring fused to benzene
Benzimidazole and its derivatives are widely used as intermediates in synthesis of organic target compounds including pharmaceuticals, agrochemicals, dyes, photographic chemicals, corrosion inhibitors, epoxy curing agents, adhesives and plastic modifiers
The results indicate consumption of two permanganate ions for one molecule of benzazolylformamidines to yield the oxidation products as shown in the following Scheme, (1)
Summary
Benzimidazole is a dicyclic compound having imidazole ring (containing two nitrogen atoms at non-adjacent positions) fused to benzene. Benzimidazole and its derivatives are widely used as intermediates in synthesis of organic target compounds including pharmaceuticals, agrochemicals, dyes, photographic chemicals, corrosion inhibitors, epoxy curing agents, adhesives and plastic modifiers. They used as vermicides or fungicides as they inhibit the action of certain microorganisms. Benzthiazole derivatives, sulfur containing compounds, have been a topic of interest for research for over a century because they have important biological activities and have been developed for the treatment of muscle relaxants, diabetes, tuberculosis, epilepsy, analgesia, inflammation and viral infection [1,2,3]. The benzthiazolylformamidine derivatives reacted with heterocyclic amines to give biologically active heterocyclic compounds [12]
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
