反应详情

温度

80 °C

Thiophenol (116 μL, 1.13 mmol) is added to a suspension of 3-chloro-5-methoxybenzo[b]thiophene-2-carboxamide (250 mg, 1.03 mmol) in 2 mL of DMF. Diazabicycloundecene (DBU) (169 μL, 1.13 mmol) is added and the mixture is warmed to 80° C. After 2 hours, the reaction mixture is allowed to cool and is diluted with ethyl acetate and washed with 1N NaOH, 1N HCl, water, and brine. The organic layer is dried over MgSO4. Filtration followed by concentration in vacuo and recrystallization from ethyl acetate:hexane gives 5-methoxy-3-(phenylthio)benzo[b]thiophene-2-carboxamide in 84% yield; mp 194°-196° C.

1. temperatureto cool
2. washwashed with 1N NaOH, 1N HCl, water, and brine
3. dry with materialThe organic layer is dried over MgSO4
4. filtrationFiltration
5. concentrationfollowed by concentration in vacuo and recrystallization from ethyl acetate