Beschreibung:
<jats:p>The base-catalyzed Michael addition of 2-methylacrylamide to benzotriazole afforded 3-(1<jats:italic>H</jats:italic>-benzotriazol-1-yl)-2-methylpropanamide, C<jats:sub>10</jats:sub>H<jats:sub>12</jats:sub>N<jats:sub>4</jats:sub>O (<jats:bold>1</jats:bold>), in 32% yield in addition to small amounts of isomeric 3-(2<jats:italic>H</jats:italic>-benzotriazol-2-yl)-2-methylpropanamide, C<jats:sub>10</jats:sub>H<jats:sub>12</jats:sub>N<jats:sub>4</jats:sub>O (<jats:bold>2</jats:bold>). In a similar manner, 3-(1<jats:italic>H</jats:italic>-benzotriazol-1-yl)-<jats:italic>N</jats:italic>,<jats:italic>N</jats:italic>-dimethylpropanamide, C<jats:sub>11</jats:sub>H<jats:sub>14</jats:sub>N<jats:sub>4</jats:sub>O (<jats:bold>3</jats:bold>), was prepared from benzotriazole and<jats:italic>N</jats:italic>,<jats:italic>N</jats:italic>-dimethylacrylamide. All three products have been structurally characterized by single-crystal X-ray diffraction. The crystal structures of<jats:bold>1</jats:bold>and<jats:bold>2</jats:bold>comprise infinite arrays formed by N—H...O and N—H...N bridges, as well as π–π interactions, while the molecules of<jats:bold>3</jats:bold>are aggregated to simple π-dimers in the crystal.</jats:p>