5-Acetoxymethyl-2-furfural (1) was condensed with o-phenylenediamine (2) in the presence of cupric acetate to afford 2-(5'-hydroxymethyl-2'-furyl)- benzimidazole (3) as the major product and 1-(5'-hydroxymethyl-2'-furyl) methyl-2-(5”-hydroxymethyl-2”-furyl)benzimidazole (4) as a minor product. The former product was subsequently reacted with benzyl chlorides to yield the target 1-substituted benzyl-2-(5' -hydroxymethyl-2 '-furyl)benzimidazoles (9-12). Compared to our previously discovered I-benzyl-2-(5'-hydroxymethyl 2'-furyl)indazole (YC-l), the target compounds exhibited similar but weaker preferential inhibition of platelet aggregation induced by selected inducers.