Selenium Dioxide → 5-Methoxy-4-nitro-2-benzothiazolecarboxaldehyde

Participants

Reaction Conditions

Reaction Steps

12.8 g (0.115 mol; 6 equivalents) of selenium dioxide is added to 4.34 g (19.3 mmol) of 5-methoxy-2-methyl-4-nitro-1,3-benzothiazole in solution in 180 ml of anhydrous dioxane. The reaction mixture is stirred at 80° C. for 18 hours then the insoluble matter is filtered and the solvent is evaporated off under reduced pressure. The expected aldehyde is obtained in the form of a yellow oil and purified on a silica column (eluent:ethyl acetate/heptane:gradient of 30% to 70%). Melting point: 154-155° C.

Provenance & Evidence