The Journal of Organic Chemistry

Direct synthesis of 5-methyl-3-aryl-1, 2, 4-oxadiazoles from aryl aldehydes, nitroethane, and ammonium acetate

TE Young, WT Beidler

Index: Young, Thomas E.; Beidler, William Thomas Journal of Organic Chemistry, 1985 , vol. 50, # 8 p. 1182 - 1186

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Citation Number: 13

Abstract

The condensation of 2, 5-dimethoxybenzaldehyde (lb) with nitroethane and ammonium acetate in glacial acetic acid has been found to give three different products, depending on reactant ratio and reaction time. At an aldehyde: nitroethane: ammonium acetate ratio of 1: 1.5: 0.8 a normal Knoevenagel condensation occurred, yielding 1-(2, 5dimethoxyphenyI)-2- nitropropene. At a reactant ratio of 1: 32 (same reactant sequence), the primary product ...