Nitric Acid → HCID 12010428, compound

HRID 2269204Notes

Reaction equation

HRID 2269204 reaction equation
[N+]([O-])(O)=O.[Cl:5][C:6]1[C:7]([F:16])=[C:8]([CH:12]=[CH:13][C:14]=1[F:15])[C:9]([OH:11])=[O:10].[Br:17]Br>C(O)(=O)C.O.[N+]([O-])([O-])=O.[Ag+]>[Br:17][C:13]1[C:14]([F:15])=[C:6]([Cl:5])[C:7]([F:16])=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10]

Participants

7

Reactant 3

HCID 944Nitric AcidHCID 24408BromineHCID 27735323-Chloro-2,4-difluorobenzoic acid

Product 1

HCID 12010428HCID 12010428, compound

Reagents, catalysts & solvents 3

HCID 24470Silver NitrateCatalystHCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

In a mixture of 50 ml of acetic acid, 10 ml of water and 13 ml of nitric acid is dissolved 2 g (0.014 mole) of 3-chloro-2,4-difluorobenzoic acid and 3.64 ml (0.028 mole) of bromine. A solution of 3.52 g (0.0208 mole) of silver nitrate in 10 ml of water is then added slowly. After 14 hours at 20° C., the precipitate is filtered and rinsed with ether. The organic phase is washed with sodium bisulfite, then water and dried. Removal of the solvent affords the desired product.

Workup

  1. filtrationthe precipitate is filtered
  2. washrinsed with ether
  3. washThe organic phase is washed with sodium bisulfite
  4. dry with materialwater and dried
  5. customRemoval of the solvent

Sources & evidence

ORD record
ord-8d5c1fe137384aa8b9ac37aa5b433dc2
Source dataset
uspto-grants-2001_12
Patent number
US06329391B1

Reaction notes

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