Réaction #1583814

Équation de réaction

hydrogen peroxide

4-[2-ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine

→

desired product

Rendement 85.0%

4-[2-Ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine 1-oxide

Rendement 85.0%

Solvants

dichloromethane

dichloromethane

Conditions de réaction

Traitement

1. 1
   Autredoes not exceed 15° C.
2. 2
   Lavagethe organic phase is washed successively with 30 ml of a saturated aqueous NaHCO3 solution, 30 ml of a saturated Na2SO3 solution and 30 ml of water
3. 3
   Séchagedried over MgSO4

Mode opératoire

3.9 ml (44 mmol) of a 30% strength hydrogen peroxide solution are added dropwise with cooling to a solution of 2.18 g (7.24 mmol) of 4-[2-ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine and 46.2 mg (0.19 mmol) of methyltrioxorhenium (VII) in 10 ml dichloromethane such that the temperature of the reaction mixture does not exceed 15° C., and the mixture is stirred at room temperature for 16 h. The reaction mixture is then diluted with 100 ml of dichloromethane, and the organic phase is washed successively with 30 ml of a saturated aqueous NaHCO3 solution, 30 ml of a saturated Na2SO3 solution and 30 ml of water and dried over MgSO4. Under reduced pressure, the product is freed from the solvent, giving 1.98 g (85%) of the desired product; 1H-NMR(DMSO-d6) δ: 8.12 (d, 2H), 7.53 (m, 2H), 7.25 (d, 2H), 7.21 (m, 2H), 3.03 (q, 2H), 1.36 (t, 3H).

Source