5-Amino-3,4-dimethylisoxazole → N-(3,4-Dimethyl-5-isoxazolyl)benzo[b]furan-2-sulfonamide

Participants

Reaction Steps

N-(3,4-Dimethyl-5-isoxazolyl)benzo[b]furan-2-sulfonamide was prepared, in the same manner as described in Example 34B, from 3,4-dimethyl-5-amino isoxazole (78 mg, 0.70 mmol) and benzo[b]furan-2-sulfonyl chloride (0.46 g, 2.1 mmol) Flash chromatography (30% ethyl acetate/hexanes) provided 0.186 g of a light yellow solid, which was treated with 31 mg of NaOH in 10 ml of methanol at 25° C. for 30 minutes. Recrystallization from CHCl3 /hexanes yielded a light tan solid (90 mg, 44% yield), m.p. 160.5-163° C.

Provenance & Evidence