反应详情

温度

100 °C

To a solution of 3-iodobenzoic acid (24.8 g, 100.0 mmol) was dissolved in anhydrous DMF (100.0 mL) was added potassium carbonate (6.9 g, 50.0 mmol). The reaction mixture was heated to 100° C. for 5 minutes and sodium sulphide (4.3 g, 55.0 mmol) and copper iodide (1.9 g, 10.0 mmol) was added and the reaction mixture was heated to reflux under an atmosphere of nitrogen for 12 hours. Water (500.0 mL) was then added and the reaction mixture was heated to boiling with activated carbon. The carbon was filtered off while hot into an excess of 6N HCl (50.0 mL). A precipitate formed on cooling to room temperature and was collected by filtration and washed with water to afford (5.36 g, 19.5%) of the desired 3-[(carboxyphenyl)sulfanyl]benzenecarboxylic acid (GM71/7) as an off-white powder. M.S. m/z 272.73 (M−1)+. 1H NMR (300.13, d6-DMSO) 7.32-7.63 (4H, m, 4×ArH), 7.84-7.99 (4H, m, 4×ArH).

1. temperaturethe reaction mixture was heated
2. temperatureto reflux under an atmosphere of nitrogen for 12 hours
3. temperaturethe reaction mixture was heated
4. filtrationThe carbon was filtered off while hot into an excess of 6N HCl (50.0 mL)
5. customA precipitate formed
6. temperatureon cooling to room temperature
7. filtrationwas collected by filtration
8. washwashed with water