反应详情

温度

70 °C

4-chloro-3-iodobenzoic acid (2.09 g, 7.40 mmol) was suspended in thionyl chloride (0.540 mL, 7.40 mmol) and heated to 70° C. for 3 h before it was concentrated and azeotropically dried with toluene. The concentrate was dissolved in ammonia, 0.5 M in 1,4-dioxane (92.5 mL, 37.0 mmol) to which diisopropylethylamine (6.44 mL, 37.0 mmol) was added and it was stirred at RT for 3 h. The mixture was diluted with 100 mL of ethyl acetate, added to a separation funnel, partitioned with sodium bicarbonate (saturated, aqueous), washed 4 times with 50 mL of sodium bicarbonate (saturated, aqueous), separated, dried over sodium sulfate, and concentrated in vacuo to give the title compound. MS (ES+): 282 (M+H)+.

1. concentrationwas concentrated
2. dry with materialazeotropically dried with toluene
3. dissolutionThe concentrate was dissolved in ammonia
4. additionadded to a separation funnel
5. custompartitioned with sodium bicarbonate (saturated, aqueous)
6. washwashed 4 times with 50 mL of sodium bicarbonate (saturated, aqueous)
7. customseparated
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated in vacuo