反应详情

温度

20 °C

A solution of 43.1 g (0.277 mol) of N-methyl-N-(1-methylethyl)sulfamoylamide and 0.77 g (12.0 mmol) of tributylmethylammonium chloride in 640 g of chlorobenzene was admixed over the course of 60 min at 20° C. with 43.7 g (50% in water) of NaOH. After the base had been added for 15 minutes, a parallel addition commenced of 64.0 g (0.26 mol) of 2-chloro-4-fluoro-3-nitrobenzoyl chloride in 67 g of chlorobenzene. This addition took place over the course of 45 min. The reaction mixture was subsequently stirred at 20° C. for 1 h and diluted by addition of 424 g of water and 138 g of isohexane. The aqueous phase was acidified to a pH of 5.5 using concentrated hydrochloric acid and then separated off at 68° C. The organic phase was extracted a second time with addition of 430 g of water and 60 g of isohexane, and the phases were separated at 68° C. The resulting organic phase was admixed with a further 280 g of isohexane and then cooled to 0° C. Filtration, washing with water and drying under reduced pressure at 70° C. gave 82.4 g (87% of theory, purity 96.5%) of N-(2-chloro-4-fluoro-3-nitrobenzoyl)-N′-isopropyl-N′-methylsulfamide.

1. additionAfter the base had been added for 15 minutes
2. additiona parallel addition
3. additionThis addition
4. customover the course of 45 min
5. customseparated off at 68° C
6. extractionThe organic phase was extracted a second time
7. additionwith addition of 430 g of water and 60 g of isohexane
8. customthe phases were separated at 68° C
9. temperaturecooled to 0° C
10. filtrationFiltration
11. washwashing with water
12. customdrying under reduced pressure at 70° C.