Pan Xiang-jun
2006
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Journal
Chemical Reagents
Abstract
4-(3-Methoxypropoxy)-2,3-dimethylpyridine N-oxide (1) was synthesized from 4-chloro-2,3-dimethylpyridine N-oxide,3-methoxypropanol and sodium in 88.8% yield.Heating 1 with acetic anhydride gave 2-acetoxymethyl-4-(3-methoxy-propoxy)-3- methylpyridine(2) in 90% yield.Then 2 was hydrolyzed to 2-hydroxymethyl-4-(3-methoxypropoxy)-3-methylpyri-dine(3)in 75% yield.3 was halogenated with thionyl chloride to give 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine (4) in 76.2% yield.Finally,2-{[4-(3-methoxy propoxy)-3-methylpyridine-2-yl]-methylthio}-1H-benzimidazole (5)was synthesized by condensation of 4 and 2-mercapto-1H-benzimidazole in 93% yield.The purity of the product was up to 98.5%.The structure of the product was identified by IR and 1HNMR.