反应详情

A suspension of 5-methyl-1H-benzoimidazole-2-thiol (492 mg, 3 mmol), 1-(2-bromo-ethoxy)-4-chloro-benzene (777 mg, 3.3 mmol) and K2CO3 (828 mg, 6 mmol) in acetone (1.0 ml) is refluxed for 3 h. It is cooled down and filtered on filter paper. The solvent is removed in vacuo and the crude purified by flash chromatography on silica-gel (AcOEt/heptane, 3:7), yielding the title compound (530 mg) in 55% as an off-white solid: tR=2.02 min (LC-2), ESI-MS (pos.): m/z 319.21 [M+H]+, ESI-MS (neg.): m/z 317.23 [M−H]+; 1H-NMR (CDCl3): δ (ppm) 2.36 (s, 3H, Me), 3.59 (t, 2H, SCH2), 4.23 (t, 2H, CH2O), 6.75 (d, 2Harom), 6.97 (d, 1Harom), 7.13 (d, 2Harom), 7.18 (s, 1Harom), 7.34 (d, 1Harom).

1. temperatureis refluxed for 3 h
2. temperatureIt is cooled down
3. filtrationfiltered
4. filtrationon filter paper
5. customThe solvent is removed in vacuo
6. customthe crude purified by flash chromatography on silica-gel (AcOEt/heptane, 3:7)