(<i>R</i>,<i>S</i>)-2-{[4-(4-Methoxyphenyl)-5-phenyl-4<i>H</i>-1,2,4-triazol-3-yl] thio}-1-phenyl-1-ethanol

oleh: Flavius-Gabriel Wurfer, Valentin Badea

Format: Article
Diterbitkan: MDPI AG 2021-06-01

Deskripsi

4-(4-Methoxyphenyl)-5-phenyl--4<i>H</i>-1,2,4-triazole-3-thiol (<b>4</b>) was alkylated to 2-{[4-(-4-methoxyphenyl)-5-phenyl-4<i>H</i>-1,2,4-triazol-3-yl]thio}-1-phenylethan-1-one (<b>5</b>) in alkaline conditions using 2-bromo-1-phenylethanone. The alkylated compound (<b>5</b>) was reduced at the carbonyl group to the corresponding racemic secondary alcohol with an asymmetric carbon, (<i>R</i>,<i>S</i>)-2-{[4-(4-methoxyphenyl)-5-phenyl-4<i>H</i>-1,2,4-triazol-3-yl]thio}-1-phenyl-1-ethanol (<b>6</b>). Both synthesized compounds, ketone (<b>5</b>) and secondary alcohol (<b>6</b>), are new and have not been reported yet in the literature. All the synthesized compounds were characterized by IR, 1D and 2D NMR <sup>1</sup>H-<sup>1</sup>H, <sup>1</sup>H-<sup>13</sup>C and <sup>1</sup>H-<sup>15</sup>N-NMR spectroscopy and by elemental analysis.