| Abstract: | Aroylphenylacetylenes reacted with ammonium dithiocarbamate and ammonium hydrogen sulfide in 60% dioxane-waler mixture at 15° to give mainly a mixture of the corresponding β-hydroxy-α-thiobenzoylstyrene derivatives (III) and (E,Z)-β,β'-di(α-aroylstyryl) sulfides (IV), whereas with sodium xanthate and sodium sulfide they gave only (III). However, when benzoyl-(Ia) or p-ehlorobenzoyl-(Id)phenylacetylenes was refluxed with ammonium dithiocarbamate in ethyl alcohol, it gave a mixture of (IIIa or d) and the (E,E)-β,β'-di(α-aroylstyryl) sulfide (VIa or d). β-Hydroxy-α-thiobenzoylstyrene derivatives (III), (E,Z)-(IV) and (E,E)-(VI)-β,β'-di(α-aroylstyryl) sulfides reacted with hydrazine hydrate and phenylhydrazine to give 3(5)-aryl-5(3)-phenyl-(IX)- and 5-aryl-1,3-diphenyl-(X)pyrazoles, respectively. The former compounds (III) reacted with guanidine and ethyl hydrazinecarboxylate to give the corresponding aminopyrimidines (XIII) and acetophenone-N-ethoxycarbonyl hydrazones (XI), respectively. |
