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 637 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 65.0 g (0.26 mol) of 2-chloro-4-fluoro-3-nitrobenzoyl chloride in 70 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 4.5 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 82.1 g (87% of theory, purity 97%) of N-(2-chloro-4-fluoro-3-nitrobenzoyl)-N′-isopropyl-N′-methylsulfamide. In the solid, HPLC analysis found no contamination with 2-chloro-4-fluoro-3-nitrobenzoic acid.

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.