BENZAZOLIN-2-THIONES IN THE MICHAEL REACTION. 2. REACTION OF BENZOTHIAZOLIN- AND BENZOXAZOLIN-2-THIONES WITH ACRYLONITRILE, ACRYLAMIDE, AND METHYL ACRYLATE IN THE PRESENCE OF BASIC CATALYSTS

Article abstract of DOI:10.1007/BF00519541

Depending on the structure of the reagents and the kind of basic catalyst, the addition of benzazolin-2-thiones to an activated double bond takes place at either nitrogen or sulfur.Acrylonitrile, regardless of the catalyst, reacts at the nitrogen atom.In the presence of sodium methylate, addition to acrylamide takes place only, and to methyl acrylate predominantly at nitrogen.In the presence of triethylamine, a mixture of compounds with a high content of S-derivatives forms.