反应详情

温度

90 °C

A mixture of methyl (4-chlorosulfonyl-3,5-dimethylphenoxy)acetate (Intermediate A1, 7.6 g, 0.026 mol), 4-methoxy-2-nitroaniline (4.0 g, 0.024 mol), and pyridine (50 mL) was stirred at room temperature for 16 hr, in a 90° C. bath for 5 hr, and in a 130° C. bath for 30 min. The mixture was cooled and stirred with toluene for 10 min. The resulting suspension was filtered, and the filtrate was concentrated, diluted with 150 mL toluene and 100 mL ethyl acetate, washed with 1 M hydrochloric acid and water, and concentrated to about 50 mL. The mixture was left overnight in a freezer. The solid was collected and washed with several portions of cold toluene. After drying, it weighed 8.2 g (74%). Another 0.45 g portion of the title compound was recovered from extraction of aqueous phases and crystallization of a second crop from the toluene filtrate.

1. waitin a 130° C. bath for 30 min
2. temperatureThe mixture was cooled
3. filtrationThe resulting suspension was filtered
4. concentrationthe filtrate was concentrated
5. additiondiluted with 150 mL toluene and 100 mL ethyl acetate
6. washwashed with 1 M hydrochloric acid and water
7. concentrationconcentrated to about 50 mL
8. waitThe mixture was left overnight in a freezer
9. customThe solid was collected
10. washwashed with several portions of cold toluene
11. customAfter drying
12. customAnother 0.45 g portion of the title compound was recovered from extraction of aqueous phases and crystallization of a second crop from the toluene filtrate