反应详情

To a stirred solution of 10.6 parts of N-(4-fluorophenyl)-4-methylbenzenesulfonamide in 68 parts of N,N-dimethylformamide were added portionwise 2.1 parts of a sodium hydride dispersion 50%: temp. rises to 35° C. After stirring for 20 minutes, the whole was cooled in an ice-bath (about 15° C.) and 12.6 parts of 1-bromo-3-chloropropane were added quickly. Stirring was continued first for 20 minutes at room temperature, then for 3 hours at 75° C. and further overnight at room temperature. The reaction mixture was poured onto ice-water and the product was extracted with methylbenzene. The extract was washed three times with water, dried, filtered and evaporated. The residue was crystallized from petroleumether. The product was filtered off and recrystallized from 2,2'-oxy bispropane, yielding 11.37 parts (83.2%) of N-(3-chloropropyl)-N-(4-fluorophenyl)-4-methylbenzenesulfonamide (intermediate 5).

1. customrises to 35° C
2. additionwere added quickly
3. stirringStirring
4. waitwas continued first for 20 minutes at room temperature
5. waitfor 3 hours at 75° C.
6. customfurther overnight
7. customat room temperature
8. additionThe reaction mixture was poured onto ice-water
9. extractionthe product was extracted with methylbenzene
10. washThe extract was washed three times with water
11. customdried
12. filtrationfiltered
13. customevaporated
14. customThe residue was crystallized from petroleumether
15. filtrationThe product was filtered off
16. customrecrystallized from 2,2'-oxy bispropane