E. Campaigne, E. Neiss
Sep 1, 1965
Citations
0
Influential Citations
11
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
The alkylation of cyanide ion with 3-chloromethylbenzo[b]thiophene gave a higher yield of benzo[b]thiophene-3-acetonitrile in dimethyl sulfoxide than in alcohol, and in addition 2-cyano-3-methylbenzo[b]thiophene was obtained as a by-product in this solvent. The abnormal product was prepared by an alternative, unequivocal synthesis. The isomers were hydrolyzed to their respective acids, which were reduced to 3+(β-hydroxyethyl)benzo[b]thiophene and 2-hydroxymethyl-3-methylbenzo[b]thiophene. The ultraviolet and nuclear magnetic resonance spectra of these compounds are reported.