Sulfuric Acid → 2-Bromo-1-fluoro-4-nitrobenzene

28.2 g of p-fluoro-nitrobenzene were added to 20° C. to 10.4 ml of bromine and then 20 ml of water followed by 180 ml of concentrated sulfuric acid were added thereto at 0° C. 34 g of silver sulfate were added to the mixture and the temperature was allowed to rise to 20°-25° C. and the mixture was stirred for 16 hours and was poured into water. The mixture was filtered and the filter was washed with water and methylene chloride. The filtrate was extracted with methylene chloride and the organic phase was washed with water, dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure. The residue was dissolved in isopropyl ether and crystallized therefrom. The mixture was filtered and the product was washed to obtain 8.2 g of 3-bromo-4-fluoro-nitrobenzene melting at 59° C. Using the procedure of Example 1, the latter was reacted to obtain 0-(4-nitro-2-bromo-phenyl)-hydroxylamine melting at 122° C.

1. additionwere added
2. customat 0° C
3. customto rise to 20°-25° C.
4. filtrationThe mixture was filtered
5. washthe filter was washed with water and methylene chloride
6. extractionThe filtrate was extracted with methylene chloride
7. washthe organic phase was washed with water
8. dry with materialdried over magnesium sulfate
9. filtrationfiltered
10. customevaporated to dryness under reduced pressure
11. dissolutionThe residue was dissolved in isopropyl ether
12. customcrystallized
13. filtrationThe mixture was filtered
14. washthe product was washed

ORD record

ord-db608ffa91ec4957b71666d6403cbc06

Source dataset

uspto-grants-1989_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04801717