The Journal of Organic Chemistry

Displacement of nitrite ion in nitrobenzenes by sodium thiolates

JB Baumann

Index: Baumann,J.B. Journal of Organic Chemistry, 1971 , vol. 36, # 3 p. 396 - 398

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Citation Number: 14

Abstract

Recently, we discovered that sodium a-toluenethio- late and methyl p-nitrobenzoate react, with loss of ni- trite ion, to form methyl p-(benzy1thio)benzoate (eq l, compound 1). The literature contains few examples of the synthesis of aromatic sulfides by nucleophilic sub- stitution upon substrates containing functional groups.2 There are only a small number of reported cases in which a nitro group has been replaced from disubsti- tuted benzenoid hydrocarbon^,^-'^ even though it ...