Abstract
The S-alkylation (substitution on sulfur atom) of 2-mercaptobenzimidazole (MBI) by allyl bromide (RBr) catalyzed by quaternary ammonium salts was successfully carried out in an aqueous solution of KOH/organic solvent two-phase medium. No product was obtained from N-alkylation (substitution on the nitrogen atom) during or after the reaction period using a limited quantity of allyl bromide at a low alkaline concentration of KOH. The reaction is greatly enhanced by adding a small amount of potassium hydroxide. The conversion of allyl bromide for the substitution of MBI either by cetyltrimethylammonium bromide (CTMAB), benzyltriethylammonium chloride (BTEAC), polyethylene glycol-400 (PEG-400), or tetrabutylammonium hydroxide (TABOH) catalyst in the presence of KOH is larger than that using KOH only. However, the conversion of allyl bromide for the alkylation of MBI by tetrabutylammonium bromide (TBAB), tetrabutylammonium hydrogensulfate (TBAHS) and tetrabutylammonium iodide (TBAI) catalyst in the presence of ...
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