Synthetic Studies on Fungicidal Agent. XI

Publisher Website
Google Scholar
Abstract
Reaction of acetophenone with aromatic primary amines, in the presence of sulfur, failed to afford the anticipated phenylthioacetanilides, differing somewhat from the reaction of heterocyclic compounds, and only phenylacetanilides were obtained. In order to examine this reaction, the same reaction was carried out with thioacetophenone, sulful, and aniline, from which only 2, 4-diphenylthiophene (XXII) and a small amount of styrene (XXIV) were obtained. Desulfurization reaction gave 1, 3-diphenylbutane (XXIII) from (XXII) and 2, 3-diphenylbutane (XXVI) from thioacetophenone. These experiments have given interesting example that the reaction of thioacetophenone and aromatic primary amines is preceded by complicated condensation reaction of thioacetophenone molecule itself. The foregoing 2-phenylacetanilides were derived by the usual process into 2-phenylthioacetanilides and 2-benzylbenzothiazoles.

This publication has 0 references indexed in Scilit: