Reference of 7189-69-7, A common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, molecular formula is C6H6N4O2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A solution of Iota ,Iota ‘-sulfonyldiimidazole (1 ; 2.88 g, 14.5 mmol, reference 56) and 3,5- dichlorophenol (2; 1.18 g, 7.25 mmol) in THF (28.8 mL) was treated with cesium carbonate (1.18 g, 3.63 mmol), heated at a reflux and stirred for 18 h. The volatiles were evaporated. The residue was dissolved in EtOAc (20 mL), washed sequentially with water (25 mL), sat. amonium chloride solution (25 mL) and brine (25 mL), dried over MgS04, filtered and evaporated. The residue was purified by flash chromatography eluting with 1 :9 EtOAc:hexane. Evaporation of the collected fractions afforded sulfonate 3 (1.6 g, 75 %) as an oil: Rf 0.46 (3:17 EtOAc:hexane); 1H NMR (CDCI3, 400 MHz) delta 6.89 (2H, d, J = 1.8), 7.20 (1 H, dd, J = 0.6, 1.5), 7.30 (1 H, t, J = 1.5), 7.37 (1 H, t, J = 1.8), 7.82 (1 H, s); 13C NMR (CDCI3, 75 MHz) delta 118.6, 120.9, 129.6, 132.1 , 136.6, 137.7, 149.3; IR (neat) vmax/cm”1 1 152, 1189, 1209, 1421 , 1577, 3088; HRMS (ESI) m/z calculated for CgHrCfeNzOaS [M+H]+ 292.9549; found 292.9551.
The synthetic route of 7189-69-7 has been constantly updated, and we look forward to future research findings.