反应详情

温度

80 °C

A solution of 3.0 g (15.0 mmol) of diphosgene in 5 ml of toluene was added dropwise at approximately 20° C. to a solution of 3.0 g (13.6 mmol) of 4-chloro-6-fluoro-2-methoxy-3-nitrophenylamine in 15 ml of toluene. Then, the mixture was slowly heated to reflux temperature and stirred for 6 hours under reflux. After the reaction mixture had been concentrated and dried, the crude isocyanate was redissolved in 5 ml of toluene to be used in the next reaction. 6 ml of triethylamine and a solution of 3.55 g (14.4 mmol) of dimethylthiourea were added dropwise to this solution at approximately 20° C. 4.7 g (28.8 mmol) of carbonyldiimidazole were subsequently added to the reaction mixture. The mixture was heated at 80° C. for 5 hours and then allowed to cool. For work-up, it was firstly washed four times with water. Then, the organic phase was dried over magnesium sulfate and concentrated under reduced pressure. The crude product (6.58 g) was purified by silica gel chromatography (mobile phase: cyclohexane/ethyl acetate=10:1). Yield: 1.31 g (24%);

1. temperatureThen, the mixture was slowly heated
2. temperatureto reflux temperature
3. temperatureunder reflux
4. concentrationAfter the reaction mixture had been concentrated
5. customdried
6. dissolutionthe crude isocyanate was redissolved in 5 ml of toluene
7. customto be used in the next reaction
8. temperatureto cool
9. washFor work-up, it was firstly washed four times with water
10. dry with materialThen, the organic phase was dried over magnesium sulfate
11. concentrationconcentrated under reduced pressure
12. customThe crude product (6.58 g) was purified by silica gel chromatography (mobile phase: cyclohexane/ethyl acetate=10:1)