Potassium Carbonate → HCID 69313419, compound

Participants

Reaction Steps

A suspension of 5-cyano-1H-benzoimidazole-2-thiol (35 mg, 0.2 mmol), 3-bromomethyl-benzoic acid methyl ester (46 mg, 0.2 mmol) and K2CO3 (55 mg, 0.4 mmol) in acetone (0.6 ml) and 3 drops of DMF is refluxed for 2 h. It is cooled down and filtered over a short plug of silica gel and rinsed with AcOEt. The solvent is removed under a stream of air. The crude residue is purified by flash chromatography on silica-gel (AcOEt/heptane, 1:2), yielding the title compound (38 mg) in 59% as a yellowish gum: tR=6.14 min (LC-1), ESI-MS (pos.): m/z 324.14 [M+H]+, ESI-MS (neg.): m/z 322.22 [M−H]+; 1H-NMR (CDCl3): δ (ppm) 3.92 (s, 3H, Me), 4.67 (s, 2H, SCH2), 5.29 (s, 1H, NH), 7.36-7.56 (m, 4Harom), 7.65 (d, 1Harom), 7.94 (d, 1Harom), 8.10 (s, 1Harom)

Provenance & Evidence